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Volumn 99, Issue 18, 2015, Pages 7465-7479

Heparin and related polysaccharides: synthesis using recombinant enzymes and metabolic engineering

Author keywords

Chemoenzymatic; Chondroitin sulfate; Glycosaminoglycans; Glycosyltransferases; Heparin; Metabolic engineering; PAPS; Recombinant enzymes; Sulfotransferases

Indexed keywords

ANIMALS; BIOCHEMICAL ENGINEERING; ENZYMES; HISTOLOGY; HYDROGELS; IMPURITIES; METABOLISM; POLYSACCHARIDES; SULFUR COMPOUNDS; TISSUE;

EID: 84939564232     PISSN: 01757598     EISSN: 14320614     Source Type: Journal    
DOI: 10.1007/s00253-015-6821-9     Document Type: Review
Times cited : (51)

References (120)
  • 1
    • 0002330149 scopus 로고    scopus 로고
    • Analysis of glucosamine and chondroitin sulfate content in marketed products and the Caco-2 permeability of chondroitin sulfate raw materials
    • Adebowale AO, Cox DS, Liang Z, Eddington ND (2000) Analysis of glucosamine and chondroitin sulfate content in marketed products and the Caco-2 permeability of chondroitin sulfate raw materials. J Am Nutraceutical Assoc 3:37–44
    • (2000) J Am Nutraceutical Assoc , vol.3 , pp. 37-44
    • Adebowale, A.O.1    Cox, D.S.2    Liang, Z.3    Eddington, N.D.4
  • 2
    • 84862813597 scopus 로고    scopus 로고
    • Metabolic engineering of Chinese hamster ovary cells: towards a bioengineered heparin
    • COI: 1:CAS:528:DC%2BC38XisFOqtLY%3D, PID: 22326251
    • Baik JY, Gasimli L, Yang B, Datta P, Zhang F, Glass CA, Esko JD, Linhardt RJ, Sharfstein ST (2012) Metabolic engineering of Chinese hamster ovary cells: towards a bioengineered heparin. Metab Eng 14:81–90. doi:10.1016/j.ymben.2012.01.008
    • (2012) Metab Eng , vol.14 , pp. 81-90
    • Baik, J.Y.1    Gasimli, L.2    Yang, B.3    Datta, P.4    Zhang, F.5    Glass, C.A.6    Esko, J.D.7    Linhardt, R.J.8    Sharfstein, S.T.9
  • 4
    • 0032476041 scopus 로고    scopus 로고
    • Heparan sulfate/heparin N-deacetylase/N-sulfotransferase: the N-sulfotransferase activity domain is at the carboxyl half of the holoenzyme
    • Berninsone P, Hirschberg C (1998) Heparan sulfate/heparin N-deacetylase/N-sulfotransferase: the N-sulfotransferase activity domain is at the carboxyl half of the holoenzyme. J Biochem 273:25556–25559
    • (1998) J Biochem , vol.273 , pp. 25556-25559
    • Berninsone, P.1    Hirschberg, C.2
  • 5
    • 84887624536 scopus 로고    scopus 로고
    • Pathway and protein engineering approaches to produce novel and commodity small molecules
    • COI: 1:CAS:528:DC%2BC3sXktVOmsbY%3D, PID: 23498845
    • Bhan N, Xu P, Koffas MAG (2013) Pathway and protein engineering approaches to produce novel and commodity small molecules. Curr Opin Biotechnol 24:1137–1143. doi:10.1016/j.copbio.2013.02.019
    • (2013) Curr Opin Biotechnol , vol.24 , pp. 1137-1143
    • Bhan, N.1    Xu, P.2    Koffas, M.A.G.3
  • 8
    • 15544381992 scopus 로고    scopus 로고
    • Unfractionated heparin, low molecular weight heparins, and pentasaccharide: basic mechanism of actions, pharmacology, and clinical use
    • PID: 15639107
    • Bick RL, Frenkel EP, Walenga J, Fareed J, Hoppensteadt DA (2005) Unfractionated heparin, low molecular weight heparins, and pentasaccharide: basic mechanism of actions, pharmacology, and clinical use. Hematol Oncol Clin North Am 19:1–51. doi:10.1016/j.hoc.2004.09.003
    • (2005) Hematol Oncol Clin North Am , vol.19 , pp. 1-51
    • Bick, R.L.1    Frenkel, E.P.2    Walenga, J.3    Fareed, J.4    Hoppensteadt, D.A.5
  • 9
    • 0033215399 scopus 로고    scopus 로고
    • A continuous assay for the spectrophotometric analysis of sulfotransferases using aryl sulfotransferase IV
    • COI: 1:CAS:528:DyaK1MXms1yhtLg%3D, PID: 10527506
    • Burkart M, Wong C (1999) A continuous assay for the spectrophotometric analysis of sulfotransferases using aryl sulfotransferase IV. Anal Biochem 274:131–137. doi:10.1006/abio.1999.4264
    • (1999) Anal Biochem , vol.274 , pp. 131-137
    • Burkart, M.1    Wong, C.2
  • 10
    • 0033832608 scopus 로고    scopus 로고
    • Regeneration of PAPS for the enzymatic synthesis of sulfated oligosaccharides
    • COI: 1:CAS:528:DC%2BD3cXls1OktbY%3D, PID: 10970295
    • Burkart M, Izumi M, Chapman E, Lin C, Wong C (2000) Regeneration of PAPS for the enzymatic synthesis of sulfated oligosaccharides. J Org Chem 65:5565–5574
    • (2000) J Org Chem , vol.65 , pp. 5565-5574
    • Burkart, M.1    Izumi, M.2    Chapman, E.3    Lin, C.4    Wong, C.5
  • 11
    • 12344275879 scopus 로고    scopus 로고
    • The heparins and cancer: review of clinical trials and biological properties
    • PID: 15675186
    • Castelli R, Porro F, Tarsia P (2004) The heparins and cancer: review of clinical trials and biological properties. Vasc Med 9:205–213. doi:10.1191/1358863x04vm566ra
    • (2004) Vasc Med , vol.9 , pp. 205-213
    • Castelli, R.1    Porro, F.2    Tarsia, P.3
  • 12
    • 84868305376 scopus 로고    scopus 로고
    • Synthesis of heparosan oligosaccharides by Pasteurella multocida PmHS2 single-action transferases
    • COI: 1:CAS:528:DC%2BC38XhtF2rs7zF, PID: 22198719
    • Chavaroche AAE, Van Den Broek LAM, Boeriu C, Eggink G (2012) Synthesis of heparosan oligosaccharides by Pasteurella multocida PmHS2 single-action transferases. Appl Microbiol Biotechnol 95:1199–1210. doi:10.1007/s00253-011-3813-2
    • (2012) Appl Microbiol Biotechnol , vol.95 , pp. 1199-1210
    • Chavaroche, A.A.E.1    Van Den Broek, L.A.M.2    Boeriu, C.3    Eggink, G.4
  • 13
    • 33749528963 scopus 로고    scopus 로고
    • Determination of the substrate specificities of N-acetyl-d-glucosaminyltransferase
    • Chen M, Bridges A, Liu J (2006) Determination of the substrate specificities of N-acetyl-d-glucosaminyltransferase. Biochemistry 45:12358–12365
    • (2006) Biochemistry , vol.45 , pp. 12358-12365
    • Chen, M.1    Bridges, A.2    Liu, J.3
  • 14
    • 84886792334 scopus 로고    scopus 로고
    • Tailored design and synthesis of heparan sulfate oligosaccharide analogues using sequential one-pot multienzyme systems
    • COI: 1:CAS:528:DC%2BC3sXhsVCmsrnM, PID: 24038939
    • Chen Y, Li Y, Yu H, Sugiarto G, Thon V, Hwang J, Ding L, Hie L, Chen X (2013) Tailored design and synthesis of heparan sulfate oligosaccharide analogues using sequential one-pot multienzyme systems. Angew Chem Int Ed Engl 52:11852–11856. doi:10.1002/anie.201305667
    • (2013) Angew Chem Int Ed Engl , vol.52 , pp. 11852-11856
    • Chen, Y.1    Li, Y.2    Yu, H.3    Sugiarto, G.4    Thon, V.5    Hwang, J.6    Ding, L.7    Hie, L.8    Chen, X.9
  • 15
    • 76849105706 scopus 로고    scopus 로고
    • Production of capsular polysaccharide from Escherichia coli K4 for biotechnological applications
    • COI: 1:CAS:528:DC%2BC3cXhtVaqur0%3D, PID: 19795118
    • Cimini D, Restaino OF, Catapano A, De Rosa M, Schiraldi C (2010a) Production of capsular polysaccharide from Escherichia coli K4 for biotechnological applications. Appl Microbiol Biotechnol 85:1779–1787. doi:10.1007/s00253-009-2261-8
    • (2010) Appl Microbiol Biotechnol , vol.85 , pp. 1779-1787
    • Cimini, D.1    Restaino, O.F.2    Catapano, A.3    De Rosa, M.4    Schiraldi, C.5
  • 16
    • 78149468483 scopus 로고    scopus 로고
    • Improved fructosylated chondroitin production by kfoC overexpression in E. coli K4
    • COI: 1:CAS:528:DC%2BC3cXhsVahtbzI, PID: 20888875
    • Cimini D, De Rosa M, Viggiani A, Restaino OF, Carlino E, Schiraldi C (2010b) Improved fructosylated chondroitin production by kfoC overexpression in E. coli K4. J Biotechnol 150:324–331. doi:10.1016/j.jbiotec.2010.09.954
    • (2010) J Biotechnol , vol.150 , pp. 324-331
    • Cimini, D.1    De Rosa, M.2    Viggiani, A.3    Restaino, O.F.4    Carlino, E.5    Schiraldi, C.6
  • 17
    • 84877119749 scopus 로고    scopus 로고
    • Homologous overexpression of rfaH in E. coli K4 improves the production of chondroitin-like capsular polysaccharide
    • COI: 1:CAS:528:DC%2BC3sXhtVWksb3O
    • Cimini D, De Rosa M, Carlino E, Ruggiero A, Schiraldi C (2013) Homologous overexpression of rfaH in E. coli K4 improves the production of chondroitin-like capsular polysaccharide. Microb Cell Factories 12:46. doi:10.1186/1475-2859-12-46
    • (2013) Microb Cell Factories , vol.12 , pp. 46
    • Cimini, D.1    De Rosa, M.2    Carlino, E.3    Ruggiero, A.4    Schiraldi, C.5
  • 18
    • 0034123367 scopus 로고    scopus 로고
    • Cloning, expression, and purification of the K5 capsular polysaccharide lyase (KflA) from coliphage K5A: evidence for two distinct K5 lyase enzymes
    • COI: 1:CAS:528:DC%2BD3cXksVKhurs%3D, PID: 10850992
    • Clarke BR, Esumeh F, Roberts IS (2000) Cloning, expression, and purification of the K5 capsular polysaccharide lyase (KflA) from coliphage K5A: evidence for two distinct K5 lyase enzymes. J Bacteriol 182:3761–3766
    • (2000) J Bacteriol , vol.182 , pp. 3761-3766
    • Clarke, B.R.1    Esumeh, F.2    Roberts, I.S.3
  • 19
    • 84904047066 scopus 로고    scopus 로고
    • Masquerading microbial pathogens: capsular polysaccharides mimic host-tissue molecules
    • COI: 1:CAS:528:DC%2BC2cXhtFeitb%2FN, PID: 24372337
    • Cress BF, Englaender JA, He W, Kasper D, Linhardt RJ, Koffas MAG (2014) Masquerading microbial pathogens: capsular polysaccharides mimic host-tissue molecules. FEMS Microbiol Rev 38:660–697. doi:10.1111/1574-6976.12056
    • (2014) FEMS Microbiol Rev , vol.38 , pp. 660-697
    • Cress, B.F.1    Englaender, J.A.2    He, W.3    Kasper, D.4    Linhardt, R.J.5    Koffas, M.A.G.6
  • 21
    • 84891383477 scopus 로고    scopus 로고
    • Bioengineered Chinese hamster ovary cells with Golgi-targeted 3-O-sulfotransferase-1 biosynthesize heparan sulfate with an antithrombin-binding site
    • COI: 1:CAS:528:DC%2BC2cXls1Om, PID: 24247246
    • Datta P, Li G, Yang B, Zhao X, Baik JY, Gemmill TR, Sharfstein ST, Linhardt RJ (2013a) Bioengineered Chinese hamster ovary cells with Golgi-targeted 3-O-sulfotransferase-1 biosynthesize heparan sulfate with an antithrombin-binding site. J Biol Chem 288:37308–37318. doi:10.1074/jbc.M113.519033
    • (2013) J Biol Chem , vol.288 , pp. 37308-37318
    • Datta, P.1    Li, G.2    Yang, B.3    Zhao, X.4    Baik, J.Y.5    Gemmill, T.R.6    Sharfstein, S.T.7    Linhardt, R.J.8
  • 22
    • 84875517609 scopus 로고    scopus 로고
    • An ’omics approach towards CHO cell engineering
    • COI: 1:CAS:528:DC%2BC3sXhvFaitrw%3D, PID: 23322664
    • Datta P, Linhardt RJ, Sharfstein ST (2013b) An ’omics approach towards CHO cell engineering. Biotechnol Bioeng 110:1255–1271. doi:10.1002/bit.24841
    • (2013) Biotechnol Bioeng , vol.110 , pp. 1255-1271
    • Datta, P.1    Linhardt, R.J.2    Sharfstein, S.T.3
  • 23
    • 0036510388 scopus 로고    scopus 로고
    • Identification and molecular cloning of a heparosan synthase from Pasteurella multocida type D
    • COI: 1:CAS:528:DC%2BD38XitV2lsr8%3D, PID: 11756462
    • DeAngelis PL, White CL (2002) Identification and molecular cloning of a heparosan synthase from Pasteurella multocida type D. J Biol Chem 277:7209–7213. doi:10.1074/jbc.M112130200
    • (2002) J Biol Chem , vol.277 , pp. 7209-7213
    • DeAngelis, P.L.1    White, C.L.2
  • 24
    • 84880038115 scopus 로고    scopus 로고
    • Chemoenzymatic synthesis of glycosaminoglycans: re-creating, re-modeling and re-designing nature’s longest or most complex carbohydrate chains
    • COI: 1:CAS:528:DC%2BC3sXptFertbk%3D, PID: 23481097
    • Deangelis PL, Liu J, Linhardt RJ (2013) Chemoenzymatic synthesis of glycosaminoglycans: re-creating, re-modeling and re-designing nature’s longest or most complex carbohydrate chains. Glycobiology 23:764–777. doi:10.1093/glycob/cwt016
    • (2013) Glycobiology , vol.23 , pp. 764-777
    • Deangelis, P.L.1    Liu, J.2    Linhardt, R.J.3
  • 26
    • 0034947648 scopus 로고    scopus 로고
    • Molecular diversity of heparan sulfate
    • COI: 1:CAS:528:DC%2BD3MXlt1Klsb4%3D, PID: 11457867
    • Esko JD, Lindahl U (2001) Molecular diversity of heparan sulfate. J Clin Invest 108:169–173. doi:10.1172/JCI13530
    • (2001) J Clin Invest , vol.108 , pp. 169-173
    • Esko, J.D.1    Lindahl, U.2
  • 27
    • 0035997376 scopus 로고    scopus 로고
    • Order out of chaos: assembly of ligand binding sites in heparan sulfate
    • COI: 1:CAS:528:DC%2BD38Xos1Cltrk%3D, PID: 12045103
    • Esko JD, Selleck SB (2002) Order out of chaos: assembly of ligand binding sites in heparan sulfate. Annu Rev Biochem 71:435–471. doi:10.1146/annurev.biochem.71.110601.135458
    • (2002) Annu Rev Biochem , vol.71 , pp. 435-471
    • Esko, J.D.1    Selleck, S.B.2
  • 29
    • 84876335231 scopus 로고    scopus 로고
    • Structural characterization of pharmaceutical heparins prepared from different animal tissues
    • COI: 1:CAS:528:DC%2BC3sXksVOgsbw%3D, PID: 23526651
    • Fu L, Li G, Yang B, Onishi A, Li L, Sun P, Zhang F, Linhardt R (2013) Structural characterization of pharmaceutical heparins prepared from different animal tissues. J Pharm Sci 102:1447–1457
    • (2013) J Pharm Sci , vol.102 , pp. 1447-1457
    • Fu, L.1    Li, G.2    Yang, B.3    Onishi, A.4    Li, L.5    Sun, P.6    Zhang, F.7    Linhardt, R.8
  • 30
    • 84903964573 scopus 로고    scopus 로고
    • Heparin stability by determining unsubstituted amino groups using hydrophilic interaction chromatography mass spectrometry
    • COI: 1:CAS:528:DC%2BC2cXht1ymtr%2FM, PID: 24909446
    • Fu L, Li L, Cai C, Li G, Zhang F, Linhardt RJ (2014a) Heparin stability by determining unsubstituted amino groups using hydrophilic interaction chromatography mass spectrometry. Anal Biochem 461:46–48. doi:10.1016/j.ab.2014.05.028
    • (2014) Anal Biochem , vol.461 , pp. 46-48
    • Fu, L.1    Li, L.2    Cai, C.3    Li, G.4    Zhang, F.5    Linhardt, R.J.6
  • 31
    • 84898016899 scopus 로고    scopus 로고
    • Structure and activity of a new low-molecular-weight heparin produced by enzymatic ultrafiltration
    • Fu L, Zhang F, Li G, Onishi A, Bhaskar U, Sun P, Linhardt RJ (2014b) Structure and activity of a new low-molecular-weight heparin produced by enzymatic ultrafiltration. J Pharm Sci 10(100):1375–1383. doi:10.1002/jps.23939
    • (2014) J Pharm Sci , vol.10 , Issue.100 , pp. 1375-1383
    • Fu, L.1    Zhang, F.2    Li, G.3    Onishi, A.4    Bhaskar, U.5    Sun, P.6    Linhardt, R.J.7
  • 32
    • 2642642035 scopus 로고    scopus 로고
    • Recent advances in the chemoenzymatic synthesis of carbohydrates and carbohydrate mimetics
    • COI: 1:CAS:528:DyaK28XjsVKmuw%3D%3D, PID: 11848760
    • Gijsen HJM, Qiao L, Fitz W, Wong C-H (1996) Recent advances in the chemoenzymatic synthesis of carbohydrates and carbohydrate mimetics. Chem Rev 96:443–474. doi:10.1021/cr950031q
    • (1996) Chem Rev , vol.96 , pp. 443-474
    • Gijsen, H.J.M.1    Qiao, L.2    Fitz, W.3    Wong, C.-H.4
  • 33
    • 0032829155 scopus 로고    scopus 로고
    • Biosynthesis of the Escherichia coli K5 capsular polysaccharide
    • COI: 1:CAS:528:DyaK1MXmtVWjtr4%3D, PID: 10917630
    • Griffiths G, Barrett B, Cook N, Roberts IS (1999) Biosynthesis of the Escherichia coli K5 capsular polysaccharide. Biochem Soc Trans 27:507–512
    • (1999) Biochem Soc Trans , vol.27 , pp. 507-512
    • Griffiths, G.1    Barrett, B.2    Cook, N.3    Roberts, I.S.4
  • 34
    • 45149118311 scopus 로고    scopus 로고
    • Shriver Z, Naggi A, Viswanathan K, Bisio A, Capila I, Lansing JC, Guglieri S, Fraser B, Al-Hakim A, Gunay NS, Zhang Z, Robinson L, Buhse L, Nasr M, Woodcock J, Langer R, Venkataraman G, Linhardt RJ, Casu B, Torri G, Sasisekharan R
    • Guerrini M, Beccati D, Shriver Z, Naggi A, Viswanathan K, Bisio A, Capila I, Lansing JC, Guglieri S, Fraser B, Al-Hakim A, Gunay NS, Zhang Z, Robinson L, Buhse L, Nasr M, Woodcock J, Langer R, Venkataraman G, Linhardt RJ, Casu B, Torri G, Sasisekharan R (2008) Oversulfated chondroitin sulfate is a major contaminant in heparin associated with adverse clinical events. Nat Biotechnol 26:669–675
    • (2008) Oversulfated chondroitin sulfate is a major contaminant in heparin associated with adverse clinical events. Nat Biotechnol , vol.26 , pp. 669-675
    • Guerrini, M.1    Beccati, D.2
  • 35
    • 84914129027 scopus 로고    scopus 로고
    • Production of chondroitin in metabolically engineered E. coli
    • COI: 1:CAS:528:DC%2BC2cXitVSgu7vE, PID: 25461828
    • He W, Fu L, Li G, Jones A, Linhardt RJ, Koffas M (2015) Production of chondroitin in metabolically engineered E. coli. Metab Eng 27:92–100. doi:10.1016/j.ymben.2014.11.003
    • (2015) Metab Eng , vol.27 , pp. 92-100
    • He, W.1    Fu, L.2    Li, G.3    Jones, A.4    Linhardt, R.J.5    Koffas, M.6
  • 37
    • 84925679866 scopus 로고    scopus 로고
    • Composition of glycosaminoglycans in elasmobranchs including several deep-sea sharks: identification of chondroitin/dermatan sulfate from the dried fins of Isurus oxyrinchus and Prionace glauca
    • PID: 25803296
    • Higashi K, Takeuchi Y, Mukuno A, Tomitori H, Miya M, Linhardt RJ, Toida T (2015) Composition of glycosaminoglycans in elasmobranchs including several deep-sea sharks: identification of chondroitin/dermatan sulfate from the dried fins of Isurus oxyrinchus and Prionace glauca. PLoS One 10, e0120860. doi:10.1371/journal.pone.0120860
    • (2015) PLoS One , vol.10
    • Higashi, K.1    Takeuchi, Y.2    Mukuno, A.3    Tomitori, H.4    Miya, M.5    Linhardt, R.J.6    Toida, T.7
  • 38
    • 84911920717 scopus 로고    scopus 로고
    • Metabolic pathway balancing and its role in the production of biofuels and chemicals
    • COI: 1:CAS:528:DC%2BC2cXhvF2mtrjK, PID: 25445548
    • Jones JA, Toparlak ÖD, Koffas MA (2015) Metabolic pathway balancing and its role in the production of biofuels and chemicals. Curr Opin Biotechnol 33:52–59. doi:10.1016/j.copbio.2014.11.013
    • (2015) Curr Opin Biotechnol , vol.33 , pp. 52-59
    • Jones, J.A.1    Toparlak, Ö.D.2    Koffas, M.A.3
  • 39
    • 0141426753 scopus 로고    scopus 로고
    • Recent chemical and enzymatic approaches to the synthesis of glycosaminoglycan oligosaccharides | BenthamScience
    • COI: 1:CAS:528:DC%2BD3sXnslyqtbg%3D, PID: 12871100
    • Karst NA, Linhardt RJ (2003) Recent chemical and enzymatic approaches to the synthesis of glycosaminoglycan oligosaccharides | BenthamScience. Curr Med Chem 10:1993–2031
    • (2003) Curr Med Chem , vol.10 , pp. 1993-2031
    • Karst, N.A.1    Linhardt, R.J.2
  • 40
    • 0028304452 scopus 로고
    • Cell surface syndecan-1 on distinct cell types differs in fine structure and ligand binding of its heparan sulfate chains
    • COI: 1:CAS:528:DyaK2cXltVantr0%3D, PID: 8034644
    • Kato M, Wang H, Bernfield M, Gallagher JT, Turnbull JE (1994) Cell surface syndecan-1 on distinct cell types differs in fine structure and ligand binding of its heparan sulfate chains. J Biol Chem 269:18881–18890
    • (1994) J Biol Chem , vol.269 , pp. 18881-18890
    • Kato, M.1    Wang, H.2    Bernfield, M.3    Gallagher, J.T.4    Turnbull, J.E.5
  • 41
    • 84878714169 scopus 로고    scopus 로고
    • Characterization of currently marketed heparin products: composition analysis by 2D-NMR
    • COI: 1:CAS:528:DC%2BC3sXptVWisr8%3D
    • Keire DA, Buhse LF, Al-Hakim A (2013) Characterization of currently marketed heparin products: composition analysis by 2D-NMR. Anal Methods 5:2984–2994
    • (2013) Anal Methods , vol.5 , pp. 2984-2994
    • Keire, D.A.1    Buhse, L.F.2    Al-Hakim, A.3
  • 42
    • 0242385433 scopus 로고    scopus 로고
    • Enzymatic synthesis of antithrombin III-binding heparan sulfate pentasaccharide
    • COI: 1:CAS:528:DC%2BD3sXosFOksLo%3D, PID: 14528313
    • Kuberan B, Lech MZ, Beeler DL, Wu ZL, Rosenberg RD (2003) Enzymatic synthesis of antithrombin III-binding heparan sulfate pentasaccharide. Nat Biotechnol 21:1343–1346. doi:10.1038/nbt885
    • (2003) Nat Biotechnol , vol.21 , pp. 1343-1346
    • Kuberan, B.1    Lech, M.Z.2    Beeler, D.L.3    Wu, Z.L.4    Rosenberg, R.D.5
  • 43
    • 0141884307 scopus 로고    scopus 로고
    • Sulfotransferases in glycosaminoglycan biosynthesis
    • COI: 1:CAS:528:DC%2BD3sXot12ht7w%3D, PID: 14568616
    • Kusche-Gullberg M, Kjellén L (2003) Sulfotransferases in glycosaminoglycan biosynthesis. Curr Opin Struct Biol 13:605–611. doi:10.1016/j.sbi.2003.08.002
    • (2003) Curr Opin Struct Biol , vol.13 , pp. 605-611
    • Kusche-Gullberg, M.1    Kjellén, L.2
  • 44
    • 63049119668 scopus 로고    scopus 로고
    • AVE5026, a new hemisynthetic ultra-low-molecular-weight heparin for the prevention of venous thromboembolism in patients after total knee replacement surgery—TREK: a dose-ranging study
    • COI: 1:CAS:528:DC%2BD1MXltFyntr4%3D, PID: 19187076
    • Lassen MR, Dahl OE, Mismetti P, Destrée D, Turpie AG (2009) AVE5026, a new hemisynthetic ultra-low-molecular-weight heparin for the prevention of venous thromboembolism in patients after total knee replacement surgery—TREK: a dose-ranging study. J Thromb Haemost 7:566–572. doi:10.1111/j.1538-7836.2009.03301.x
    • (2009) J Thromb Haemost , vol.7 , pp. 566-572
    • Lassen, M.R.1    Dahl, O.E.2    Mismetti, P.3    Destrée, D.4    Turpie, A.G.5
  • 45
    • 57849139023 scopus 로고    scopus 로고
    • Chondroitin sulphate: a complex molecule with potential impacts on a wide range of biological systems
    • PID: 19114230
    • Lauder RM (2009) Chondroitin sulphate: a complex molecule with potential impacts on a wide range of biological systems. Complement Ther Med 17:56–62. doi:10.1016/j.ctim.2008.08.004
    • (2009) Complement Ther Med , vol.17 , pp. 56-62
    • Lauder, R.M.1
  • 46
    • 70449604674 scopus 로고    scopus 로고
    • Heparin, heparan sulfate and heparanase in inflammatory reactions
    • COI: 1:CAS:528:DC%2BD1MXhsFajtr%2FI, PID: 19888515
    • Li JP, Vlodavsky I (2009) Heparin, heparan sulfate and heparanase in inflammatory reactions. Thromb Haemost 102:823–828. doi:10.1160/TH09-02-0091
    • (2009) Thromb Haemost , vol.102 , pp. 823-828
    • Li, J.P.1    Vlodavsky, I.2
  • 47
    • 84869411674 scopus 로고    scopus 로고
    • Top-down approach for the direct characterization of low molecular weight heparins using LC-FT-MS
    • COI: 1:CAS:528:DC%2BC38XhtlGnu73L, PID: 22985071
    • Li L, Zhang F, Zaia J, Linhardt RJ (2012) Top-down approach for the direct characterization of low molecular weight heparins using LC-FT-MS. Anal Chem 84:8822–8829. doi:10.1021/ac302232c
    • (2012) Anal Chem , vol.84 , pp. 8822-8829
    • Li, L.1    Zhang, F.2    Zaia, J.3    Linhardt, R.J.4
  • 48
    • 84929576685 scopus 로고    scopus 로고
    • Glycosaminoglycanomics of cultured cells using a rapid and sensitive LC-MS/MS approach
    • Li G, Li L, Tian F, Zhang L, Xue C, Linhardt RJ (2015) Glycosaminoglycanomics of cultured cells using a rapid and sensitive LC-MS/MS approach. ACS Chem Biol. doi:10.1021/acschembio.5b00011
    • (2015) ACS Chem Biol
    • Li, G.1    Li, L.2    Tian, F.3    Zhang, L.4    Xue, C.5    Linhardt, R.J.6
  • 49
    • 0032566498 scopus 로고    scopus 로고
    • Regulated diversity of heparan sulfate
    • COI: 1:CAS:528:DyaK1cXmsVGmtr4%3D, PID: 9737951
    • Lindahl U, Kusche-Gullberg M, Kjellen L (1998) Regulated diversity of heparan sulfate. J Biol Chem 273:24979–24982. doi:10.1074/jbc.273.39.24979
    • (1998) J Biol Chem , vol.273 , pp. 24979-24982
    • Lindahl, U.1    Kusche-Gullberg, M.2    Kjellen, L.3
  • 51
    • 84898002282 scopus 로고    scopus 로고
    • Heparin: strucuture and activity
    • Linhardt RJ (2003) Heparin: strucuture and activity. J Med Chem 46:2521–2564
    • (2003) J Med Chem , vol.46 , pp. 2521-2564
    • Linhardt, R.J.1
  • 52
    • 84862778031 scopus 로고    scopus 로고
    • Synthetic heparin
    • COI: 1:CAS:528:DC%2BC38XitVWmsL0%3D, PID: 22325855
    • Linhardt RJ, Liu J (2012) Synthetic heparin. Curr Opin Pharmacol 12:217–219. doi:10.1016/j.coph.2011.12.002
    • (2012) Curr Opin Pharmacol , vol.12 , pp. 217-219
    • Linhardt, R.J.1    Liu, J.2
  • 55
    • 61449171129 scopus 로고    scopus 로고
    • Lessons learned from the contamination of heparin
    • COI: 1:CAS:528:DC%2BD1MXisVGjsL8%3D, PID: 19240943
    • Liu H, Zhang Z, Linhardt RJ (2009) Lessons learned from the contamination of heparin. Nat Prod Rep 26:313–321. doi:10.1039/b819896a
    • (2009) Nat Prod Rep , vol.26 , pp. 313-321
    • Liu, H.1    Zhang, Z.2    Linhardt, R.J.3
  • 57
    • 84900432862 scopus 로고    scopus 로고
    • Molecular mechanism of substrate specificity for heparan sulfate 2-O-sulfotransferase
    • COI: 1:CAS:528:DC%2BC2cXnslGns7o%3D, PID: 24652287
    • Liu C, Sheng J, Krahn JM, Perera L, Xu Y, Hsieh PH, Dou W, Liu J, Pedersen LC (2014) Molecular mechanism of substrate specificity for heparan sulfate 2-O-sulfotransferase. J Biol Chem 289:13407–13418. doi:10.1074/jbc.M113.530535
    • (2014) J Biol Chem , vol.289 , pp. 13407-13418
    • Liu, C.1    Sheng, J.2    Krahn, J.M.3    Perera, L.4    Xu, Y.5    Hsieh, P.H.6    Dou, W.7    Liu, J.8    Pedersen, L.C.9
  • 58
    • 0025324531 scopus 로고
    • Structural variation in the antithrombin III binding site region and its occurrence in heparin from different sources
    • COI: 1:CAS:528:DyaK3cXhvFCis70%3D, PID: 2350542
    • Loganathan D, Wang HM, Mallis LM, Linhardt RJ (1990) Structural variation in the antithrombin III binding site region and its occurrence in heparin from different sources. Biochemistry 29:4362–4368
    • (1990) Biochemistry , vol.29 , pp. 4362-4368
    • Loganathan, D.1    Wang, H.M.2    Mallis, L.M.3    Linhardt, R.J.4
  • 59
    • 0029986289 scopus 로고    scopus 로고
    • production and purification of an extracellularly produced K4 polysaccharide from Escherichia coli
    • Manzoni M, Bergomi S, Molinari F, Cavazzoni V (1996) production and purification of an extracellularly produced K4 polysaccharide from Escherichia coli. Biotechnol Lett 4:383–386. doi:10.1007/BF00143456
    • (1996) Biotechnol Lett , vol.4 , pp. 383-386
    • Manzoni, M.1    Bergomi, S.2    Molinari, F.3    Cavazzoni, V.4
  • 60
    • 84863011654 scopus 로고    scopus 로고
    • Chemoenzymatic synthesis of uridine diphosphate-GlcNAc and uridine diphosphate-GalNAc analogs for the preparation of unnatural glycosaminoglycans
    • COI: 1:CAS:528:DC%2BC3MXhs12hsL3O, PID: 22239739
    • Masuko S, Bera S, Green DE, Weïwer M, Liu J, Deangelis PL, Linhardt RJ (2012) Chemoenzymatic synthesis of uridine diphosphate-GlcNAc and uridine diphosphate-GalNAc analogs for the preparation of unnatural glycosaminoglycans. J Org Chem 77:1449–1456. doi:10.1021/jo202322k
    • (2012) J Org Chem , vol.77 , pp. 1449-1456
    • Masuko, S.1    Bera, S.2    Green, D.E.3    Weïwer, M.4    Liu, J.5    Deangelis, P.L.6    Linhardt, R.J.7
  • 61
    • 84879814568 scopus 로고    scopus 로고
    • Biosynthesis and function of chondroitin sulfate
    • COI: 1:CAS:528:DC%2BC3sXht1emtrrF
    • Mikami T, Kitagawa H (2013) Biosynthesis and function of chondroitin sulfate. Biochim Biophys Acta Gen Subj 1830:4719–4733. doi:10.1016/j.bbagen.2013.06.006
    • (2013) Biochim Biophys Acta Gen Subj , vol.1830 , pp. 4719-4733
    • Mikami, T.1    Kitagawa, H.2
  • 62
    • 7244223316 scopus 로고    scopus 로고
    • Structural analysis of the sulfotransferase (3-O-sulfotransferase isoform 3) involved in the biosynthesis of an entry receptor for herpes simplex virus 1
    • COI: 1:CAS:528:DC%2BD2cXosFyls7g%3D, PID: 15304505
    • Moon AF, Edavettal SC, Krahn JM, Munoz EM, Negishi M, Linhardt RJ, Liu J, Pedersen LC (2004) Structural analysis of the sulfotransferase (3-O-sulfotransferase isoform 3) involved in the biosynthesis of an entry receptor for herpes simplex virus 1. J Biol Chem 279:45185–45193. doi:10.1074/jbc.M405013200
    • (2004) J Biol Chem , vol.279 , pp. 45185-45193
    • Moon, A.F.1    Edavettal, S.C.2    Krahn, J.M.3    Munoz, E.M.4    Negishi, M.5    Linhardt, R.J.6    Liu, J.7    Pedersen, L.C.8
  • 63
    • 84859467539 scopus 로고    scopus 로고
    • Dissecting the substrate recognition of 3-O-sulfotransferase for the biosynthesis of anticoagulant heparin
    • COI: 1:CAS:528:DC%2BC38XlslOjsr0%3D, PID: 22431632
    • Moon AF, Xu Y, Woody SM, Krahn JM, Linhardt RJ, Liu J, Pedersen LC (2012) Dissecting the substrate recognition of 3-O-sulfotransferase for the biosynthesis of anticoagulant heparin. Proc Natl Acad Sci 109:5265–5270. doi:10.1073/pnas.1117923109
    • (2012) Proc Natl Acad Sci , vol.109 , pp. 5265-5270
    • Moon, A.F.1    Xu, Y.2    Woody, S.M.3    Krahn, J.M.4    Linhardt, R.J.5    Liu, J.6    Pedersen, L.C.7
  • 64
    • 0034890733 scopus 로고    scopus 로고
    • Overview: from heparin to low molecular weight heparin: beyond anticoagulation
    • COI: 1:CAS:528:DC%2BD3MXntFGms74%3D, PID: 11892916
    • Mousa SA, Fareed J (2001) Overview: from heparin to low molecular weight heparin: beyond anticoagulation. Curr Opin Investig Drugs 2:1077–1080
    • (2001) Curr Opin Investig Drugs , vol.2 , pp. 1077-1080
    • Mousa, S.A.1    Fareed, J.2
  • 65
    • 40549137825 scopus 로고    scopus 로고
    • Immobilization of heparin: approaches and applications
    • COI: 1:CAS:528:DC%2BD1cXitF2rsrs%3D, PID: 18289079
    • Murugesan S, Xie J, Linhardt RJ (2008) Immobilization of heparin: approaches and applications. Curr Top Med Chem 8:80–100. doi:10.2174/156802608783378891
    • (2008) Curr Top Med Chem , vol.8 , pp. 80-100
    • Murugesan, S.1    Xie, J.2    Linhardt, R.J.3
  • 66
    • 0034771647 scopus 로고    scopus 로고
    • Toward a biotechnological heparin through combined chemical and enzymatic modification of the Escherichia coli K5 polysaccharide
    • COI: 1:CAS:528:DC%2BD3MXosVSgu7Y%3D, PID: 11668413
    • Naggi A, Torri G, Casu B, Oreste P, Zoppetti G, Li JP, Lindahl U (2001) Toward a biotechnological heparin through combined chemical and enzymatic modification of the Escherichia coli K5 polysaccharide. Semin Thromb Hemost 27:437–443. doi:10.1055/s-2001-17954
    • (2001) Semin Thromb Hemost , vol.27 , pp. 437-443
    • Naggi, A.1    Torri, G.2    Casu, B.3    Oreste, P.4    Zoppetti, G.5    Li, J.P.6    Lindahl, U.7
  • 67
    • 85017875008 scopus 로고
    • Method of separating and recovering mucopolysaccharides from connective tissues of animals
    • Okuyama T, Yoshida K, Sakuraik, Ogurat, Horie K, Tawada A (1975) Method of separating and recovering mucopolysaccharides from connective tissues of animals. US Patent #3862003
    • (1975) US Patent #3862003
    • Okuyama, T.1    Yoshida, K.2    Sakuraik, O.3    Horie, K.4    Tawada, A.5
  • 68
    • 0028107570 scopus 로고
    • Molecular cloning and expression of a glycosaminoglycan N-acetylglucosaminyl N-deacetylase/N-sulfotransferase from a heparin-producing cell line
    • COI: 1:CAS:528:DyaK2cXitl2jtrw%3D, PID: 8294485
    • Orellana A, Hirschberg CB, Wei Z, Swiedler SJ, Ishihara M (1994) Molecular cloning and expression of a glycosaminoglycan N-acetylglucosaminyl N-deacetylase/N-sulfotransferase from a heparin-producing cell line. J Biol Chem 269:2270–2276
    • (1994) J Biol Chem , vol.269 , pp. 2270-2276
    • Orellana, A.1    Hirschberg, C.B.2    Wei, Z.3    Swiedler, S.J.4    Ishihara, M.5
  • 69
    • 34250675278 scopus 로고    scopus 로고
    • Current and future anti-TNF therapy for inflammatory bowel disease
    • Osterman MT, Lichtenstein GR (2007) Current and future anti-TNF therapy for inflammatory bowel disease. Curr Treat Options in Gastroenterol 10:195–207. doi:10.1007/s11938-007-0013-3
    • (2007) Curr Treat Options in Gastroenterol , vol.10 , pp. 195-207
    • Osterman, M.T.1    Lichtenstein, G.R.2
  • 70
    • 59449098994 scopus 로고    scopus 로고
    • Identification of the active site of DS-epimerase 1 and requirement of N-glycosylation for enzyme function
    • COI: 1:CAS:528:DC%2BD1MXjtFOhtw%3D%3D, PID: 19004833
    • Pacheco B, Maccarana M, Goodlett DR, Malmström A, Malmström L (2009a) Identification of the active site of DS-epimerase 1 and requirement of N-glycosylation for enzyme function. J Biol Chem 284:1741–1747. doi:10.1074/jbc.M805479200
    • (2009) J Biol Chem , vol.284 , pp. 1741-1747
    • Pacheco, B.1    Maccarana, M.2    Goodlett, D.R.3    Malmström, A.4    Malmström, L.5
  • 71
    • 65649100839 scopus 로고    scopus 로고
    • Two dermatan sulfate epimerases form iduronic acid domains in dermatan sulfate
    • COI: 1:CAS:528:DC%2BD1MXjvFKkuro%3D, PID: 19188366
    • Pacheco B, Malmström A, Maccarana M (2009b) Two dermatan sulfate epimerases form iduronic acid domains in dermatan sulfate. J Biol Chem 284:9788–9795. doi:10.1074/jbc.M809339200
    • (2009) J Biol Chem , vol.284 , pp. 9788-9795
    • Pacheco, B.1    Malmström, A.2    Maccarana, M.3
  • 73
    • 0035091164 scopus 로고    scopus 로고
    • Heparanase: a key enzyme involved in cell invasion
    • COI: 1:CAS:528:DC%2BD3MXhsl2jsr8%3D, PID: 11250066
    • Parish CR, Freeman C, Hulett MD (2001) Heparanase: a key enzyme involved in cell invasion. Biochim Biophys Acta 1471:M99–M108
    • (2001) Biochim Biophys Acta , vol.1471 , pp. 99-108
    • Parish, C.R.1    Freeman, C.2    Hulett, M.D.3
  • 74
    • 0023049220 scopus 로고
    • Synthesis of heparin fragments. A chemical synthesis of the pentasaccharide O-(2-deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranosyl)-(1–4)-O-(beta-D-glucopyranosyluronic acid)-(1–4)-O-(2-O-sulfo-alpha-L-idopyranosyluronic acid)-(1–4)-2-deoxy-2-sulfamido-6-
    • COI: 1:CAS:528:DyaL28XkvFOrt7s%3D, PID: 3708627
    • Petitou M, Duchaussoy P, Lederman I, Choay J, Sinaÿ P, Jacquinet J-C, Torri G (1986) Synthesis of heparin fragments. A chemical synthesis of the pentasaccharide O-(2-deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranosyl)-(1–4)-O-(beta-D-glucopyranosyluronic acid)-(1–4)-O-(2-O-sulfo-alpha-L-idopyranosyluronic acid)-(1–4)-2-deoxy-2-sulfamido-6-. Carbohydr Res 147:221–236
    • (1986) Carbohydr Res , vol.147 , pp. 221-236
    • Petitou, M.1    Duchaussoy, P.2    Lederman, I.3    Choay, J.4    Sinaÿ, P.5    Jacquinet, J.-C.6    Torri, G.7
  • 76
    • 84877694957 scopus 로고    scopus 로고
    • The heparanase/syndecan-1 axis in cancer: mechanisms and therapies
    • COI: 1:CAS:528:DC%2BC3sXnt12rsL8%3D, PID: 23374281
    • Ramani VC, Purushothaman A, Stewart M, Thompson C, Vlodavsky I, Au J, Sanderson RD (2013) The heparanase/syndecan-1 axis in cancer: mechanisms and therapies. FEBS J 280:2294–2306. doi:10.1016/j.biotechadv.2011.08.021
    • (2013) FEBS J , vol.280 , pp. 2294-2306
    • Ramani, V.C.1    Purushothaman, A.2    Stewart, M.3    Thompson, C.4    Vlodavsky, I.5    Au, J.6    Sanderson, R.D.7
  • 78
    • 84885900286 scopus 로고    scopus 로고
    • High cell density cultivation of a recombinant E. coli strain expressing a key enzyme in bioengineered heparin production
    • COI: 1:CAS:528:DC%2BC3sXlvV2hur8%3D, PID: 23318839
    • Restaino OF, Bhaskar U, Paul P, Li L, De Rosa M, Dordick JS, Linhardt RJ (2013a) High cell density cultivation of a recombinant E. coli strain expressing a key enzyme in bioengineered heparin production. Appl Microbiol Biotechnol 97:3893–3900. doi:10.1007/s00253-012-4682-z
    • (2013) Appl Microbiol Biotechnol , vol.97 , pp. 3893-3900
    • Restaino, O.F.1    Bhaskar, U.2    Paul, P.3    Li, L.4    De Rosa, M.5    Dordick, J.S.6    Linhardt, R.J.7
  • 79
    • 84874380314 scopus 로고    scopus 로고
    • Monosaccharide precursors for boosting chondroitin-like capsular polysaccharide production
    • COI: 1:CAS:528:DC%2BC3sXhvFGhtbo%3D, PID: 23053067
    • Restaino OF, di Lauro I, Cimini D, Carlino E, De Rosa M, Schiraldi C (2013b) Monosaccharide precursors for boosting chondroitin-like capsular polysaccharide production. Appl Microbiol Biotechnol 97:1699–1709. doi:10.1007/s00253-012-4343-2
    • (2013) Appl Microbiol Biotechnol , vol.97 , pp. 1699-1709
    • Restaino, O.F.1    di Lauro, I.2    Cimini, D.3    Carlino, E.4    De Rosa, M.5    Schiraldi, C.6
  • 80
    • 33847005125 scopus 로고    scopus 로고
    • Identification of the origin of chondroitin sulfate in “health foods
    • COI: 1:CAS:528:DC%2BD2sXkvVSmtrw%3D
    • Sakai S, Otake E, Toida T, Goda Y (2007) Identification of the origin of chondroitin sulfate in “health foods”. Chem Pharm Bull (Tokyo) 55:299–303
    • (2007) Chem Pharm Bull (Tokyo) , vol.55 , pp. 299-303
    • Sakai, S.1    Otake, E.2    Toida, T.3    Goda, Y.4
  • 81
    • 9744240193 scopus 로고    scopus 로고
    • Production of N-sulfated polysaccharides using yeast-expressed N-deacetylase/N-sulfotransferase-1 (NDST-1)
    • Saribaş AS, Mobasseri A, Pristatsky P, Chen X, Barthelson R, Hakes D, Wang J (2004) Production of N-sulfated polysaccharides using yeast-expressed N-deacetylase/N-sulfotransferase-1 (NDST-1). Glycobiology 14:1217–1228. doi:10.1093/glycob/cwh129
    • (2004) Glycobiology , vol.14 , pp. 1217-1228
    • Saribaş, A.S.1    Mobasseri, A.2    Pristatsky, P.3    Chen, X.4    Barthelson, R.5    Hakes, D.6    Wang, J.7
  • 82
    • 0033635310 scopus 로고    scopus 로고
    • Heparin and heparan sulfate: biosynthesis, structure and function
    • COI: 1:CAS:528:DC%2BD3MXisFek, PID: 11102866
    • Sasisekharan R, Venkataraman G (2000) Heparin and heparan sulfate: biosynthesis, structure and function. Curr Opin Chem Biol 4:626–631. doi:10.1016/S1367-5931(00)00145-9
    • (2000) Curr Opin Chem Biol , vol.4 , pp. 626-631
    • Sasisekharan, R.1    Venkataraman, G.2
  • 83
    • 1242267927 scopus 로고    scopus 로고
    • Maintenance of pluripotency in human and mouse embryonic stem cells through activation of Wnt signaling by a pharmacological GSK-3-specific inhibitor
    • COI: 1:CAS:528:DC%2BD2cXlsFGm, PID: 14702635
    • Sato N, Meijer L, Skaltsounis L, Greengard P, Brivanlou AH (2004) Maintenance of pluripotency in human and mouse embryonic stem cells through activation of Wnt signaling by a pharmacological GSK-3-specific inhibitor. Nat Med 10:55–63. doi:10.1038/nm979
    • (2004) Nat Med , vol.10 , pp. 55-63
    • Sato, N.1    Meijer, L.2    Skaltsounis, L.3    Greengard, P.4    Brivanlou, A.H.5
  • 84
    • 77955559190 scopus 로고    scopus 로고
    • Production of chondroitin sulfate and chondroitin
    • COI: 1:CAS:528:DC%2BC3cXotVWmsbs%3D, PID: 20521042
    • Schiraldi C, Cimini D, De Rosa M (2010) Production of chondroitin sulfate and chondroitin. Appl Microbiol Biotechnol 87:1209–1220. doi:10.1007/s00253-010-2677-1
    • (2010) Appl Microbiol Biotechnol , vol.87 , pp. 1209-1220
    • Schiraldi, C.1    Cimini, D.2    De Rosa, M.3
  • 85
    • 0031942776 scopus 로고    scopus 로고
    • New variant Creutzfeldt-Jakob disease and bovine spongiform encephalopathy
    • COI: 1:STN:280:DyaK1c7lsF2gtQ%3D%3D
    • Schonberger L (1998) New variant Creutzfeldt-Jakob disease and bovine spongiform encephalopathy. Infect Dis Clin N Am 12:111–121
    • (1998) Infect Dis Clin N Am , vol.12 , pp. 111-121
    • Schonberger, L.1
  • 86
    • 79957609017 scopus 로고    scopus 로고
    • The dominating role of N-deacetylase/N-sulfotransferase 1 in forming domain structures in heparan sulfate
    • COI: 1:CAS:528:DC%2BC3MXms1Sit7s%3D, PID: 21454625
    • Sheng J, Liu R, Xu Y, Liu J (2011) The dominating role of N-deacetylase/N-sulfotransferase 1 in forming domain structures in heparan sulfate. J Biol Chem 286:19768–19776. doi:10.1074/jbc.M111.224311
    • (2011) J Biol Chem , vol.286 , pp. 19768-19776
    • Sheng, J.1    Liu, R.2    Xu, Y.3    Liu, J.4
  • 87
    • 84862275889 scopus 로고    scopus 로고
    • Uncovering biphasic catalytic mode of C5-epimerase in heparan sulfate biosynthesis
    • COI: 1:CAS:528:DC%2BC38Xos1CksL8%3D, PID: 22528493
    • Sheng J, Xu Y, Dulaney SB, Huang X, Liu J (2012) Uncovering biphasic catalytic mode of C5-epimerase in heparan sulfate biosynthesis. J Biol Chem 287:20996–21002. doi:10.1074/jbc.M112.359885
    • (2012) J Biol Chem , vol.287 , pp. 20996-21002
    • Sheng, J.1    Xu, Y.2    Dulaney, S.B.3    Huang, X.4    Liu, J.5
  • 88
    • 66449127755 scopus 로고    scopus 로고
    • Organ-specific heparan sulfate structural phenotypes
    • COI: 1:CAS:528:DC%2BD1MXltVCmt74%3D, PID: 19244235
    • Shi X, Zaia J (2009) Organ-specific heparan sulfate structural phenotypes. J Biol Chem 284:11806–11814. doi:10.1074/jbc.M809637200
    • (2009) J Biol Chem , vol.284 , pp. 11806-11814
    • Shi, X.1    Zaia, J.2
  • 89
    • 0036818369 scopus 로고    scopus 로고
    • Biosynthesis of chondroitin/dermatan sulfate
    • COI: 1:CAS:528:DC%2BD38XovVygurY%3D, PID: 12512856
    • Silbert JE, Sugumaran G (2002) Biosynthesis of chondroitin/dermatan sulfate. IUBMB Life 54:177–186. doi:10.1080/15216540290114450
    • (2002) IUBMB Life , vol.54 , pp. 177-186
    • Silbert, J.E.1    Sugumaran, G.2
  • 90
    • 35348988601 scopus 로고    scopus 로고
    • Chemoenzymatic synthesis with distinct Pasteurella heparosan synthases: monodisperse polymers and unnatural structures
    • COI: 1:CAS:528:DC%2BD2sXhtVOmtb7M, PID: 17627940
    • Sismey-Ragatz AE, Green DE, Otto NJ, Rejzek M, Field RA, DeAngelis PL (2007) Chemoenzymatic synthesis with distinct Pasteurella heparosan synthases: monodisperse polymers and unnatural structures. J Biol Chem 282:28321–28327. doi:10.1074/jbc.M701599200
    • (2007) J Biol Chem , vol.282 , pp. 28321-28327
    • Sismey-Ragatz, A.E.1    Green, D.E.2    Otto, N.J.3    Rejzek, M.4    Field, R.A.5    DeAngelis, P.L.6
  • 91
    • 84899477504 scopus 로고    scopus 로고
    • Assays for determining heparan sulfate and heparin O-sulfotransferase activity and specificity
    • COI: 1:CAS:528:DC%2BC3sXhvValurjF, PID: 24271188
    • Sterner E, Li L, Paul P, Beaudet JM, Liu J, Linhardt RJ, Dordick JS (2014) Assays for determining heparan sulfate and heparin O-sulfotransferase activity and specificity. Anal Bioanal Chem 406:525–536. doi:10.1007/s00216-013-7470-4
    • (2014) Anal Bioanal Chem , vol.406 , pp. 525-536
    • Sterner, E.1    Li, L.2    Paul, P.3    Beaudet, J.M.4    Liu, J.5    Linhardt, R.J.6    Dordick, J.S.7
  • 92
    • 0037077210 scopus 로고    scopus 로고
    • Molecular cloning and characterization of chondroitin polymerase from Escherichia coli strain K4
    • PID: 11943778
    • Sugiura N, Tawada A, Sugimoto K, Watanabe H (2002) Molecular cloning and characterization of chondroitin polymerase from Escherichia coli strain K4. J Biol Chem 277:21567–21575. doi:10.1074/jbc.M201719200
    • (2002) J Biol Chem , vol.277 , pp. 21567-21575
    • Sugiura, N.1    Tawada, A.2    Sugimoto, K.3    Watanabe, H.4
  • 93
    • 84871562852 scopus 로고    scopus 로고
    • Construction of a chondroitin sulfate library with defined structures and analysis of molecular interactions
    • COI: 1:CAS:528:DC%2BC38XhvVOrt7%2FE, PID: 23129769
    • Sugiura N, Shioiri T, Chiba M, Sato T, Narimatsu H, Kimata K, Watanabe H (2012) Construction of a chondroitin sulfate library with defined structures and analysis of molecular interactions. J Biol Chem 287:43390–43400. doi:10.1074/jbc.M112.412676
    • (2012) J Biol Chem , vol.287 , pp. 43390-43400
    • Sugiura, N.1    Shioiri, T.2    Chiba, M.3    Sato, T.4    Narimatsu, H.5    Kimata, K.6    Watanabe, H.7
  • 94
    • 84934907086 scopus 로고    scopus 로고
    • Analysis of total human urinary glycosaminoglycan disaccharides by liquid chromatography–tandem mass spectrometry
    • COI: 1:CAS:528:DC%2BC2MXovFKkt7k%3D, PID: 26005898
    • Sun X, Li L, Overdier KH, Ammons LA, Douglas IS, Burlew CC, Zhang F, Schmidt EP, Chi L, Linhardt RJ (2015) Analysis of total human urinary glycosaminoglycan disaccharides by liquid chromatography–tandem mass spectrometry. Anal Chem 87:6220–6227. doi:10.1021/acs.analchem.5b00913
    • (2015) Anal Chem , vol.87 , pp. 6220-6227
    • Sun, X.1    Li, L.2    Overdier, K.H.3    Ammons, L.A.4    Douglas, I.S.5    Burlew, C.C.6    Zhang, F.7    Schmidt, E.P.8    Chi, L.9    Linhardt, R.J.10
  • 97
    • 34247634186 scopus 로고    scopus 로고
    • Fondaparinux: pharmacology and clinical experience in cardiovascular medicine
    • COI: 1:CAS:528:DC%2BD2sXivV2hu7w%3D, PID: 17430224
    • Toschi V, Lettino M (2007) Fondaparinux: pharmacology and clinical experience in cardiovascular medicine. Mini - Rev Med Chem 7:383–387
    • (2007) Mini - Rev Med Chem , vol.7 , pp. 383-387
    • Toschi, V.1    Lettino, M.2
  • 98
    • 33745361839 scopus 로고    scopus 로고
    • Discovery of a TNF-alpha antagonist using chondroitin sulfate microarrays
    • COI: 1:CAS:528:DC%2BD28XltVagsrc%3D, PID: 16771479
    • Tully SE, Rawat M, Hsieh-Wilson LC (2006) Discovery of a TNF-alpha antagonist using chondroitin sulfate microarrays. J Am Chem Soc 128:7740–7741. doi:10.1021/ja061906t
    • (2006) J Am Chem Soc , vol.128 , pp. 7740-7741
    • Tully, S.E.1    Rawat, M.2    Hsieh-Wilson, L.C.3
  • 100
    • 85017902814 scopus 로고
    • Process for the preparation of heparin
    • Vidic H-J (1981) Process for the preparation of heparin. US Patent # 4283530.
    • (1981) US Patent
    • Vidic, H.-J.1
  • 101
    • 67649496320 scopus 로고    scopus 로고
    • Description of the chemical and pharmacological characteristics of a new hemisynthetic ultra-low-molecular-weight heparin, AVE5026
    • COI: 1:CAS:528:DC%2BD1MXpvV2it7s%3D, PID: 19422447
    • Viskov C, Just M, Laux V, Mourier P, Lorenz M (2009) Description of the chemical and pharmacological characteristics of a new hemisynthetic ultra-low-molecular-weight heparin, AVE5026. J Thromb Haemost 7:1143–1151. doi:10.1111/j.1538-7836.2009.03447.x
    • (2009) J Thromb Haemost , vol.7 , pp. 1143-1151
    • Viskov, C.1    Just, M.2    Laux, V.3    Mourier, P.4    Lorenz, M.5
  • 102
    • 0034904048 scopus 로고    scopus 로고
    • Heparan sulfate proteoglycans molecular properties and involvement of heparanase in cancer metastasis and angiogenesis
    • COI: 1:CAS:528:DC%2BD3MXlvVGlt7o%3D, PID: 11489924
    • Vlodavsky I, Friedmann Y (2001) Heparan sulfate proteoglycans molecular properties and involvement of heparanase in cancer metastasis and angiogenesis. J Clin Investig 108:341–347. doi:10.1172/JCI200113662
    • (2001) J Clin Investig , vol.108 , pp. 341-347
    • Vlodavsky, I.1    Friedmann, Y.2
  • 105
  • 106
    • 84886750038 scopus 로고    scopus 로고
    • Transcriptional engineering of Escherichia coli K4 for fructosylated chondroitin production
    • COI: 1:CAS:528:DC%2BC3sXhs1yisbnP, PID: 23804518
    • Wu Q, Yang A, Zou W, Duan Z, Liu J, Chen J, Liu L (2013) Transcriptional engineering of Escherichia coli K4 for fructosylated chondroitin production. Biotechnol Prog 29:1140–1149. doi:10.1002/btpr.1777
    • (2013) Biotechnol Prog , vol.29 , pp. 1140-1149
    • Wu, Q.1    Yang, A.2    Zou, W.3    Duan, Z.4    Liu, J.5    Chen, J.6    Liu, L.7
  • 107
    • 84882236877 scopus 로고    scopus 로고
    • Immobilized enzymes to convert N-sulfo, N-acetyl heparosan to a critical intermediate in the production of bioengineered heparin
    • COI: 1:CAS:528:DC%2BC3sXhtlCgtbfM, PID: 23835156
    • Xiong J, Bhaskar U, Li G, Fu L, Li L, Zhang F, Dordick JS, Linhardt RJ (2013) Immobilized enzymes to convert N-sulfo, N-acetyl heparosan to a critical intermediate in the production of bioengineered heparin. J Biotechnol 167:241–247. doi:10.1016/j.jbiotec.2013.06.018
    • (2013) J Biotechnol , vol.167 , pp. 241-247
    • Xiong, J.1    Bhaskar, U.2    Li, G.3    Fu, L.4    Li, L.5    Zhang, F.6    Dordick, J.S.7    Linhardt, R.J.8
  • 109
    • 84874978130 scopus 로고    scopus 로고
    • Engineering plant metabolism into microbes: from systems biology to synthetic biology
    • COI: 1:CAS:528:DC%2BC38XhtlGqt73E, PID: 22985679
    • Xu P, Bhan N, Koffas MAG (2013) Engineering plant metabolism into microbes: from systems biology to synthetic biology. Curr Opin Biotechnol 24:291–299. doi:10.1016/j.copbio.2012.08.010
    • (2013) Curr Opin Biotechnol , vol.24 , pp. 291-299
    • Xu, P.1    Bhan, N.2    Koffas, M.A.G.3
  • 111
    • 84856229594 scopus 로고    scopus 로고
    • Disaccharide analysis of glycosaminoglycan mixtures by ultra-high-performance liquid chromatography-mass spectrometry
    • COI: 1:CAS:528:DC%2BC38XhsFSitLs%3D, PID: 22236563
    • Yang B, Chang Y, Weyers AM, Sterner E, Linhardt RJ (2012) Disaccharide analysis of glycosaminoglycan mixtures by ultra-high-performance liquid chromatography-mass spectrometry. J Chromatogr A 1225:91–98. doi:10.1016/j.chroma.2011.12.063
    • (2012) J Chromatogr A , vol.1225 , pp. 91-98
    • Yang, B.1    Chang, Y.2    Weyers, A.M.3    Sterner, E.4    Linhardt, R.J.5
  • 115
    • 84865600352 scopus 로고    scopus 로고
    • Metabolic engineering of Escherichia coli BL21 for biosynthesis of heparosan, a bioengineered heparin precursor
    • COI: 1:CAS:528:DC%2BC38XhtFGitrfM, PID: 22781283
    • Zhang C, Liu L, Teng L, Chen J, Liu J, Li J, Du G, Chen J (2012) Metabolic engineering of Escherichia coli BL21 for biosynthesis of heparosan, a bioengineered heparin precursor. Metab Eng 14:521–527. doi:10.1016/j.ymben.2012.06.005
    • (2012) Metab Eng , vol.14 , pp. 521-527
    • Zhang, C.1    Liu, L.2    Teng, L.3    Chen, J.4    Liu, J.5    Li, J.6    Du, G.7    Chen, J.8
  • 116
    • 84916634355 scopus 로고    scopus 로고
    • High cell density cultivation of a recombinant Escherichia coli strain expressing a 6-O-sulfotransferase for the production of bioengineered heparin
    • COI: 1:CAS:528:DC%2BC2cXitFSgu7fP, PID: 25362996
    • Zhang J, Suflita M, Fiaschetti CM, Li G, Li L, Zhang F, Dordick JS, Linhardt RJ (2015a) High cell density cultivation of a recombinant Escherichia coli strain expressing a 6-O-sulfotransferase for the production of bioengineered heparin. J Appl Microbiol 118:92–98. doi:10.1111/jam.12684
    • (2015) J Appl Microbiol , vol.118 , pp. 92-98
    • Zhang, J.1    Suflita, M.2    Fiaschetti, C.M.3    Li, G.4    Li, L.5    Zhang, F.6    Dordick, J.S.7    Linhardt, R.J.8
  • 117
    • 84924065143 scopus 로고    scopus 로고
    • High cell density cultivation of recombinant Escherichia coli strains expressing 2-O-sulfotransferase and C5-epimerase for the production of bioengineered heparin
    • COI: 1:CAS:528:DC%2BC2MXnvVSlsQ%3D%3D, PID: 25586487
    • Zhang J, Suflita M, Li G, Zhong W, Li L, Dordick JS, Linhardt RJ, Zhang F (2015b) High cell density cultivation of recombinant Escherichia coli strains expressing 2-O-sulfotransferase and C5-epimerase for the production of bioengineered heparin. Appl Biochem Biotechnol 175:2986–2995. doi:10.1007/s12010-014-1466-1
    • (2015) Appl Biochem Biotechnol , vol.175 , pp. 2986-2995
    • Zhang, J.1    Suflita, M.2    Li, G.3    Zhong, W.4    Li, L.5    Dordick, J.S.6    Linhardt, R.J.7    Zhang, F.8
  • 119
    • 79956095975 scopus 로고    scopus 로고
    • Expression of heparan sulfate sulfotransferases in Kluyveromyces lactis and preparation of 3′-phosphoadenosine-5′-phosphosulfate
    • COI: 1:CAS:528:DC%2BC3MXmt1ajtbY%3D, PID: 21224284
    • Zhou X, Chandarajoti K, Pham TQ, Liu R, Liu J (2011) Expression of heparan sulfate sulfotransferases in Kluyveromyces lactis and preparation of 3′-phosphoadenosine-5′-phosphosulfate. Glycobiology 21:771–780. doi:10.1093/glycob/cwr001
    • (2011) Glycobiology , vol.21 , pp. 771-780
    • Zhou, X.1    Chandarajoti, K.2    Pham, T.Q.3    Liu, R.4    Liu, J.5
  • 120
    • 85017901506 scopus 로고    scopus 로고
    • Oreste P (2004) process for the preparation of chondroitin sulfates from K4 polysaccharide and obtained products
    • Zoppetti G, Oreste P (2004) process for the preparation of chondroitin sulfates from K4 polysaccharide and obtained products. US Patent 6777398 B2
    • US Patent , pp. 2
    • Zoppetti, G.1


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