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Volumn 30, Issue 4-6, 2011, Pages 334-346

N-azidoacetylmannosamine and N-azidoacetylgalactosamine incorporation into N-glycans of recombinantly expressed human lactotransferrin by metabolic oligosaccharide engineering

Author keywords

Click chemistry; Lactotransferrin; Metabolic oligosaccharide engineering; N azidoacetylgalactosamine; N azidoacetylmannosamine; Recombinant glycoprotein

Indexed keywords


EID: 84855801782     PISSN: 07328303     EISSN: 15322327     Source Type: Journal    
DOI: 10.1080/07328303.2011.608140     Document Type: Article
Times cited : (2)

References (26)
  • 1
    • 25444435396 scopus 로고    scopus 로고
    • Glycoengineering: The effect of glycosylation on the properties of therapeutic proteins
    • DOI 10.1002/jps.20319
    • Sinclair, A. M.; Elliott, S. Glycoengineering: the effect of glycosylation on the properties of therapeutic proteins. J. Pharm. Sci. 2005, 94, 1626-1635. (Pubitemid 41360859)
    • (2005) Journal of Pharmaceutical Sciences , vol.94 , Issue.8 , pp. 1626-1635
    • Sinclair, A.M.1    Elliott, S.2
  • 3
    • 77957604071 scopus 로고    scopus 로고
    • The role of nutraceutical proteins and peptides in apoptosis, angiogenesis, and metastasis of cancer cells
    • de Mejia, E. G.; Dia, V. P. The role of nutraceutical proteins and peptides in apoptosis, angiogenesis, and metastasis of cancer cells. Cancer Metastasis Rev. 2010, 29, 511-528.
    • (2010) Cancer Metastasis Rev. , vol.29 , pp. 511-528
    • De Mejia, E.G.1    Dia, V.P.2
  • 5
    • 79951996840 scopus 로고    scopus 로고
    • Comprehensive characterization of the site-specific N-glycosylation of wild-type and recombinant human lactoferrin expressed in the milk of transgenic cloned cattle
    • Yu, T.; Guo, C.; Wang, J.; Hao, P.; Sui, S.; Chen, X.; Zhang, R.; Wang, P.; Yu, G.; Zhang, L.; Dai, Y.; Li, N. Comprehensive characterization of the site-specific N-glycosylation of wild-type and recombinant human lactoferrin expressed in the milk of transgenic cloned cattle. Glycobiology 2011, 21, 206-224.
    • (2011) Glycobiology , vol.21 , pp. 206-224
    • Yu, T.1    Guo, C.2    Wang, J.3    Hao, P.4    Sui, S.5    Chen, X.6    Zhang, R.7    Wang, P.8    Yu, G.9    Zhang, L.10    Dai, Y.11    Li, N.12
  • 6
    • 0028875343 scopus 로고
    • Glycosylated and unglycosylated human lactoferrins both bind iron and show identical affinities towards human lysozyme and bacterial lipopolysaccharide, but differ in their susceptibilities towards tryptic proteolysis
    • van Berkel, P. H.; Geerts, M. E.; van Veen, H. A.; Kooiman, P. M.; Pieper, F. R.; de Boer, H. A.; Nuijens, J. H. Glycosylated and unglycosylated human lactoferrins both bind iron and show identical affinities towards human lysozyme and bacterial lipopolysaccharide, but differ in their susceptibilities towards tryptic proteolysis. Biochem. J. 1995, 312, 107-114.
    • (1995) Biochem. J. , vol.312 , pp. 107-114
    • Van Berkel, P.H.1    Geerts, M.E.2    Van Veen, H.A.3    Kooiman, P.M.4    Pieper, F.R.5    De Boer, H.A.6    Nuijens, J.H.7
  • 7
    • 79959279547 scopus 로고    scopus 로고
    • Efficient metabolic oligosaccharide engineering of glycoproteins by UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase (GNE) knock-down
    • Möller, H.; Böhrsch, V.; Lucka, L.; Hackenberger, P. R. C.; Hinderlich, S. Efficient metabolic oligosaccharide engineering of glycoproteins by UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase (GNE) knock-down. Mol. Biosyst. 2011, 7, 2245-2251.
    • (2011) Mol. Biosyst. , vol.7 , pp. 2245-2251
    • Möller, H.1    Böhrsch, V.2    Lucka, L.3    Hackenberger, P.R.C.4    Hinderlich, S.5
  • 8
    • 68149118066 scopus 로고    scopus 로고
    • Increasing the sialylation of therapeutic glycoproteins: The potential of the sialic acid biosynthetic pathway
    • Bork, K.; Horstkorte, R.; Weidemann, W. Increasing the sialylation of therapeutic glycoproteins: the potential of the sialic acid biosynthetic pathway. J. Pharm. Sci. 2009, 98, 3499-3508.
    • (2009) J. Pharm. Sci. , vol.98 , pp. 3499-3508
    • Bork, K.1    Horstkorte, R.2    Weidemann, W.3
  • 9
    • 68149163584 scopus 로고    scopus 로고
    • Lactoferrin conjugated with 40-KDa branched poly (ethylene glycol) has an improved circulating half-life
    • Nojima, Y.; Suzuki, Y.; Yoshida, K.; Abe, F.; Shiga, T.; Takeuchi, T.; Sugiyama, A.; Shimizu, H.; Sato, A. Lactoferrin conjugated with 40-KDa branched poly (ethylene glycol) has an improved circulating half-life. Pharm. Res. 2009, 26, 2125-2132.
    • (2009) Pharm. Res. , vol.26 , pp. 2125-2132
    • Nojima, Y.1    Suzuki, Y.2    Yoshida, K.3    Abe, F.4    Shiga, T.5    Takeuchi, T.6    Sugiyama, A.7    Shimizu, H.8    Sato, A.9
  • 10
    • 57749121492 scopus 로고    scopus 로고
    • Chemoselective ligation and modification strategies for peptides and proteins
    • Hackenberger, C. P.; Schwarzer, D. Chemoselective ligation and modification strategies for peptides and proteins. Angew. Chem. Int. Ed Engl. 2008, 47, 10030-10074.
    • (2008) Angew. Chem. Int. Ed Engl. , vol.47 , pp. 10030-10074
    • Hackenberger, C.P.1    Schwarzer, D.2
  • 12
    • 0037099395 scopus 로고    scopus 로고
    • A stepwise huisgen cycloaddition process: Copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes
    • DOI 10.1002/1521-3773(20020715)41:14<2596::AID-ANIE2596>3.0.CO;2-4
    • (a) Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. A stepwise Huisgen cycloaddition process: copper (I)-catalyzed regioselective "ligation" of azides and terminal alkynes. Angew. Chem. Int. Ed Engl. 2002, 41, 2596-2599; (Pubitemid 34803480)
    • (2002) Angewandte Chemie - International Edition , vol.41 , Issue.14 , pp. 2596-2599
    • Rostovtsev, V.V.1    Green, L.G.2    Fokin, V.V.3    Sharpless, K.B.4
  • 13
    • 0037012920 scopus 로고    scopus 로고
    • Peptidotriazoles on solid phase: [1,2,3]-Triazoles by regiospecific copper(I)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides
    • DOI 10.1021/jo011148j
    • (b) Tornoe, C. W.; Christensen, C.; Meldal, M. Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper (i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides. J. Org. Chem. 2002, 67, 3057-3064. For seminal contributions (Pubitemid 34457265)
    • (2002) Journal of Organic Chemistry , vol.67 , Issue.9 , pp. 3057-3064
    • Tornoe, C.W.1    Christensen, C.2    Meldal, M.3
  • 14
    • 84981452695 scopus 로고
    • Kinetik der Addition organischer Azide an CC-Mehrfachbindungen (german)
    • see: Huisgen, R.; Szeimies, G.; Möbius, L. Kinetik der Addition organischer Azide an CC-Mehrfachbindungen (german). Chem. Ber. 1967, 100, 2494-2507.
    • (1967) Chem. Ber. , vol.100 , pp. 2494-2507
    • Huisgen, R.1    Szeimies, G.2    Möbius, L.3
  • 15
    • 9344227358 scopus 로고    scopus 로고
    • A strain-promoted [3 + 2] azide-alkyne cycloaddition for covalent modification of biomolecules in living systems
    • DOI 10.1021/ja044996f
    • (a) Agard, N. J.; Prescher, J. A.; Bertozzi, C. R. A strain-promoted [3 + 2] azidealkyne cycloaddition for covalent modification of biomolecules in living systems. J. Am. Chem. Soc. 2004, 126, 15046-15047; (Pubitemid 39557262)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.46 , pp. 15046-15047
    • Agard, N.J.1    Prescher, J.A.2    Bertozzi, C.R.3
  • 17
    • 0032534987 scopus 로고    scopus 로고
    • Modulation of circulatory residence of recombinant acetylcholinesterase through biochemical or genetic manipulation of sialylation levels
    • Chitlaru, T.; Kronman, C.; Zeevi, M.; Kam, M.; Harel, A.; Ordentlich, A.; Velan, B.; Shafferman, A. Modulation of circulatory residence of recombinant acetylcholinesterase through biochemical or genetic manipulation of sialylation levels. Biochem. J. 1998, 336 (Pt 3), 647-658. (Pubitemid 29008024)
    • (1998) Biochemical Journal , vol.336 , Issue.3 , pp. 647-658
    • Chitlaru, T.1    Kronman, C.2    Zeevi, M.3    Kam, M.4    Harel, A.5    Ordentlich, A.6    Velan, B.7    Shafferman, A.8
  • 18
    • 0442294020 scopus 로고    scopus 로고
    • Characterization of the Cellular Uptake and Metabolic Conversion of Acetylated N-Acetylmannosamine (ManNAc) Analogues to Sialic Acids
    • DOI 10.1002/bit.10901
    • Jones, M. B.; Teng, H.; Rhee, J. K.; Lahar, N.; Baskaran, G.; Yarema, K. J. Characterization of the cellular uptake and metabolic conversion of acetylated N-acetylmannosamine (ManNAc) analogues to sialic acids. Biotechnol. Bioeng. 2004, 85, 394-405. (Pubitemid 38186094)
    • (2004) Biotechnology and Bioengineering , vol.85 , Issue.4 , pp. 394-405
    • Jones, M.B.1    Teng, H.2    Rhee, J.K.3    Lahar, N.4    Baskaran, G.5    Yarema, K.J.6
  • 19
    • 2442517499 scopus 로고    scopus 로고
    • Characterization of the metabolic flux and apoptotic effects of O-hydroxyland N-acyl-modified N-acetylmannosamine analogs in Jurkat cells
    • DOI 10.1074/jbc.M400205200
    • Kim, E. J.; Sampathkumar, S. G.; Jones, M. B.; Rhee, J. K.; Baskaran, G.; Goon, S.; Yarema, K. J. Characterization of the metabolic flux and apoptotic effects of O-hydroxyland N-acyl-modified N-acetylmannosamine analogs in Jurkat cells. J. Biol. Chem. 2004, 279, 18342-18352. (Pubitemid 38623249)
    • (2004) Journal of Biological Chemistry , vol.279 , Issue.18 , pp. 18342-18352
    • Kim, E.J.1    Sampathkumar, S.-G.2    Jones, M.B.3    Rhee, J.K.4    Baskaran, G.5    Goon, S.6    Yarema, K.J.7
  • 21
    • 0036952311 scopus 로고    scopus 로고
    • Occurrence of secretory glycoprotein-specific GalNAcβ1→4GlcNAc sequence in N-glycans in MDCK cells
    • Ohkura, T.; Seko, A.; Hara-Kuge, S.; Yamashita, K. Occurrence of secretory glycoprotein-specific GalNAc beta 1→4GlcNAc sequence in N-glycans in MDCK cells. J. Biochem. 2002, 132, 891-901. (Pubitemid 36090655)
    • (2002) Journal of Biochemistry , vol.132 , Issue.6 , pp. 891-901
    • Ohkura, T.1    Seko, A.2    Hara-Kuge, S.3    Yamashita, K.4
  • 23
    • 0027718176 scopus 로고
    • Asn-linked oligosaccharides terminating in GalNAc beta (1→4) [Fuc alpha (1→3)]GlcNAc beta (1→.) are present in recombinant human protein C expressed in human kidney 293 cells
    • Yan, S. B.; Chao, Y. B.; van Halbeek, H. Novel Asn-linked oligosaccharides terminating in GalNAc beta (1→4) [Fuc alpha (1→3)]GlcNAc beta (1→.) are present in recombinant human protein C expressed in human kidney 293 cells. Glycobiology 1993, 3, 597-608. (Pubitemid 24028867)
    • (1993) Glycobiology , vol.3 , Issue.6 , pp. 597-608
    • Yan, S.B.1    Chao, Y.B.2    Van Halbeek, H.3
  • 24
    • 79952747341 scopus 로고    scopus 로고
    • Metabolic cross-talk allows labeling of O-linked beta-N- acetylglucosamine-modified proteins via the N-acetylgalactosamine salvage pathway
    • Boyce, M.; Carrico, I. S.; Ganguli, A. S.; Yu, S. H.; Hangauer, M. J.; Hubbard, S. C.; Kohler, J. J.; Bertozzi, C. R. Metabolic cross-talk allows labeling of O-linked beta-N-acetylglucosamine-modified proteins via the N-acetylgalactosamine salvage pathway. Proc. Natl. Acad. Sci. U S A 2011, 108, 3141-3146.
    • (2011) Proc. Natl. Acad. Sci. U S A , vol.108 , pp. 3141-3146
    • Boyce, M.1    Carrico, I.S.2    Ganguli, A.S.3    Yu, S.H.4    Hangauer, M.J.5    Hubbard, S.C.6    Kohler, J.J.7    Bertozzi, C.R.8
  • 26
    • 0035839081 scopus 로고    scopus 로고
    • Efficient biochemical engineering of cellular sialic acids using an unphysiological sialic acid precursor in cells lacking UDP-N-acetylglucosamine 2-epimerase
    • DOI 10.1016/S0014-5793(01)02701-6, PII S0014579301027016
    • Mantey, L. R.; Keppler, O. T.; Pawlita, M.; Reutter, W.; Hinderlich, S. Efficient biochemical engineering of cellular sialic acids using an unphysiological sialic acid precursor in cells lacking UDP-N-acetylglucosamine 2-epimerase. FEBS Lett. 2001, 503, 80-84. (Pubitemid 32769960)
    • (2001) FEBS Letters , vol.503 , Issue.1 , pp. 80-84
    • Mantey, L.R.1    Keppler, O.T.2    Pawlita, M.3    Reutter, W.4    Hinderlich, S.5


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