메뉴 건너뛰기




Volumn 287, Issue 34, 2012, Pages 29054-29061

Chemoenzymatic synthesis of heparin oligosaccharides with both anti-factor Xa and anti-factor IIa activities

Author keywords

[No Author keywords available]

Indexed keywords

ACTIVITY MEASUREMENTS; ANTI-COAGULANT DRUGS; BLOOD CLOT FORMATION; CHEMO-ENZYMATIC SYNTHESIS; CHEMOENZYMATIC APPROACHES; GLYCOSYLTRANSFERASES; HEPARAN SULFATES; PLATELET FACTOR-4; STRUCTURE AND FUNCTION RELATIONSHIP; SULFATED POLYSACCHARIDES; THROMBOCYTOPENIA;

EID: 84865235998     PISSN: 00219258     EISSN: 1083351X     Source Type: Journal    
DOI: 10.1074/jbc.M112.358523     Document Type: Article
Times cited : (52)

References (31)
  • 1
    • 34247610845 scopus 로고    scopus 로고
    • Heparan sulphate proteoglycans fine-tune mammalian physiology
    • DOI 10.1038/nature05817, PII NATURE05817
    • Bishop, J. R., Schuksz, M., and Esko, J. D. (2007) Heparan sulfate proteoglycans fine-tune mammalian physiology. Nature 446, 1030-1037 (Pubitemid 46676065)
    • (2007) Nature , vol.446 , Issue.7139 , pp. 1030-1037
    • Bishop, J.R.1    Schuksz, M.2    Esko, J.D.3
  • 2
    • 33746614761 scopus 로고    scopus 로고
    • Interactions between heparan sulfate and proteins: The concept of specificity
    • DOI 10.1083/jcb.200604035
    • Kreuger, J., Spillmann, D., Li, J. P., and Lindahl, U. (2006) Interactions between heparan sulfate and proteins: the concept of specificity. J. Cell Biol. 174, 323-327 (Pubitemid 44156762)
    • (2006) Journal of Cell Biology , vol.174 , Issue.3 , pp. 323-327
    • Kreuger, J.1    Spillmann, D.2    Li, J.-P.3    Lindahl, U.4
  • 3
    • 65349085618 scopus 로고    scopus 로고
    • Design of biologically active heparan sulfate and heparin using an enzyme-based approach
    • Peterson, S., Frick, A., and Liu, J. (2009) Design of biologically active heparan sulfate and heparin using an enzyme-based approach. Nat. Prod. Rep. 26, 610-627
    • (2009) Nat. Prod. Rep. , vol.26 , pp. 610-627
    • Peterson, S.1    Frick, A.2    Liu, J.3
  • 4
    • 0022368634 scopus 로고
    • Contribution of monosaccharide residues in heparin binding to antithrombin III
    • DOI 10.1021/bi00344a063
    • Atha, D. H., Lormeau, J. C., Petitou, M., Rosenberg, R. D., and Choay, J. (1985) Contribution of monosaccharide residues in heparin binding to antithrombin III. Biochemistry 24, 6723-6729 (Pubitemid 16207156)
    • (1985) Biochemistry , vol.24 , Issue.23 , pp. 6723-6729
    • Atha, D.H.1    Lormeau, J.-C.2    Petitou, M.3
  • 6
    • 61449171129 scopus 로고    scopus 로고
    • Lessons learned from the contamination of heparin
    • Liu, H., Zhang, Z., and Linhardt, R. J. (2009) Lessons learned from the contamination of heparin. Nat. Prod. Rep. 26, 313-321
    • (2009) Nat. Prod. Rep. , vol.26 , pp. 313-321
    • Liu, H.1    Zhang, Z.2    Linhardt, R.J.3
  • 9
    • 79959589596 scopus 로고    scopus 로고
    • Synthesis of 3-O-sulfonated heparan sulfate octasaccharides that inhibit the herpes simplex virus type 1 host-cell interaction
    • Hu, Y. P., Lin, S. Y., Huang, C. Y., Zulueta, M. M., Liu, J. Y., Chang, W., and Hung, S. C. (2011) Synthesis of 3-O-sulfonated heparan sulfate octasaccharides that inhibit the herpes simplex virus type 1 host-cell interaction. Nat. Chem. 3, 557-563
    • (2011) Nat. Chem. , vol.3 , pp. 557-563
    • Hu, Y.P.1    Lin, S.Y.2    Huang, C.Y.3    Zulueta, M.M.4    Liu, J.Y.5    Chang, W.6    Hung, S.C.7
  • 10
    • 34548615858 scopus 로고    scopus 로고
    • Using an Enzymatic Combinatorial Approach to Identify Anticoagulant Heparan Sulfate Structures
    • DOI 10.1016/j.chembiol.2007.07.015, PII S1074552107002840
    • Chen, J., Jones, C. L., and Liu, J. (2007) Using an enzymatic combinatorial approach to identify anticoagulant heparan sulfate structures. Chem. Biol. 14, 986-993 (Pubitemid 47404901)
    • (2007) Chemistry and Biology , vol.14 , Issue.9 , pp. 986-993
    • Chen, J.1    Jones, C.L.2    Liu, J.3
  • 15
    • 77949476863 scopus 로고    scopus 로고
    • Enzymatic route to preparative-scale synthesis of UDP-GlcNAc/GalNAc, their analogs, and GDP-fucose
    • Zhao, G., Guan, W., Cai, L., and Wang, P. G. (2010) Enzymatic route to preparative-scale synthesis of UDP-GlcNAc/GalNAc, their analogs, and GDP-fucose. Nat. Protoc. 5, 636-646
    • (2010) Nat. Protoc. , vol.5 , pp. 636-646
    • Zhao, G.1    Guan, W.2    Cai, L.3    Wang, P.G.4
  • 17
    • 1542298280 scopus 로고    scopus 로고
    • The biosynthesis of anticoagulant heparan sulfate by the heparan sulfate 3-O-sulfotransferase isoform 5
    • DOI 10.1016/j.bbagen.2003.12.010, PII S0304416504000145
    • Duncan, M. B., Chen, J., Krise, J. P., and Liu, J. (2004) The biosynthesis of anticoagulant heparan sulfate by the heparan sulfate 3-O-sulfotransferase isoform 5. Biochim. Biophys. Acta 1671, 34-43 (Pubitemid 38327127)
    • (2004) Biochimica et Biophysica Acta - General Subjects , vol.1671 , Issue.1-3 , pp. 34-43
    • Duncan, M.B.1    Chen, J.2    Krise, J.P.3    Liu, J.4
  • 18
    • 0030796217 scopus 로고    scopus 로고
    • Specific binding of the chemokine platelet factor 4 to heparan sulfate
    • DOI 10.1074/jbc.272.33.20508
    • Stringer, S. E., and Gallagher, J. T. (1997) Specific binding of the chemokine platelet factor 4 to heparan sulfate. J. Biol. Chem. 272, 20508-20514 (Pubitemid 27355607)
    • (1997) Journal of Biological Chemistry , vol.272 , Issue.33 , pp. 20508-20514
    • Stringer, S.E.1    Gallagher, J.T.2
  • 19
    • 0017189425 scopus 로고
    • Formation of anhydrosugars in the chemical depolymerization of heparin
    • Shively, J. E., and Conrad, H. E. (1976) Formation of anhydrosugars in the chemical depolymerization of heparin. Biochemistry 15, 3932-3942
    • (1976) Biochemistry , vol.15 , pp. 3932-3942
    • Shively, J.E.1    Conrad, H.E.2
  • 21
    • 84862275889 scopus 로고    scopus 로고
    • Uncovering biphasic catalytic mode of C5-epimerase in heparan sulfate biosynthesis
    • Sheng, J., Xu, Y., Dulaney, S. B., Huang, X., and Liu, J. (2012) Uncovering biphasic catalytic mode of C5-epimerase in heparan sulfate biosynthesis. J. Biol. Chem. 287, 20996-21002
    • (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
  • 22
    • 0027513987 scopus 로고
    • Structural studies on the bacterial lyase-resistant tetrasaccharides derived from the antithrombin III-binding site of porcine intestinal heparin
    • Yamada, S., Yoshida, K., Sugiura, M., Sugahara, K., Khoo, K. H., Morris, H. R., and Dell, A. (1993) Structural studies on the bacterial lyase-resistant tetrasaccharides derived from the antithrombin III-binding site of porcine intestinal heparin. J. Biol. Chem. 268, 4780-4787 (Pubitemid 23081594)
    • (1993) Journal of Biological Chemistry , vol.268 , Issue.7 , pp. 4780-4787
    • Yamada, S.1    Yoshida, K.2    Sugiura, M.3    Sugahara, K.4    Khoo, K.-H.5    Morris, H.R.6    Dell, A.7
  • 23
    • 33747817651 scopus 로고    scopus 로고
    • Clinical practice. Heparin-induced thrombocytopenia
    • Arepally, G. M., and Ortel, T. L. (2006) Clinical practice. Heparin-induced thrombocytopenia. N. Engl. J. Med. 355, 809-817
    • (2006) N. Engl. J. Med. , vol.355 , pp. 809-817
    • Arepally, G.M.1    Ortel, T.L.2
  • 24
    • 0021344246 scopus 로고
    • Anticoagulant activities of heparin oligosaccharides and their neutralization by platelet factor 4
    • Lane, D. A., Denton, J., Flynn, A. M., Thunberg, L., and Lindahl, U. (1984) Anticoagulant activities of heparin oligosaccharides and their neutralization by platelet factor 4. Biochem. J. 218, 725-732 (Pubitemid 14165173)
    • (1984) Biochemical Journal , vol.218 , Issue.3 , pp. 725-732
    • Lane, D.A.1    Denton, J.2    Flynn, A.M.3
  • 25
    • 0027257980 scopus 로고
    • Mode of interaction between platelet factor 4 and heparin
    • Maccarana, M., and Lindahl, U. (1993) Mode of interaction between platelet factor 4 and heparin. Glycobiology 3, 271-277 (Pubitemid 23232161)
    • (1993) Glycobiology , vol.3 , Issue.3 , pp. 271-277
    • Maccarana, M.1    Lindahl, U.2
  • 26
    • 32544446868 scopus 로고    scopus 로고
    • New concepts in heparin-induced thrombocytopenia: Diagnosis and management
    • Spinler, S. A. (2006) New concepts in heparin-induced thrombocytopenia: diagnosis and management. J. Thromb. Thrombolysis 21, 17-21
    • (2006) J. Thromb. Thrombolysis , vol.21 , pp. 17-21
    • Spinler, S.A.1
  • 27
    • 77957936861 scopus 로고    scopus 로고
    • Successful use of fondaparinux in a patient with a mechanical heart valve replacement and a history of heparin-induced thrombocytopenia
    • Corbett, T. L., Elher, K. S., and Garwood, C. L. (2010) Successful use of fondaparinux in a patient with a mechanical heart valve replacement and a history of heparin-induced thrombocytopenia. J. Thromb. Thrombolysis 30, 375-377
    • (2010) J. Thromb. Thrombolysis , vol.30 , pp. 375-377
    • Corbett, T.L.1    Elher, K.S.2    Garwood, C.L.3
  • 29
    • 4344710558 scopus 로고    scopus 로고
    • The ternary complex of antithrombin-anhydrothrombin-heparin reveals the basis of inhibitor specificity
    • DOI 10.1038/nsmb810
    • Dementiev, A., Petitou, M., Herbert, J. M., and Gettins, P. G. (2004) The ternary complex of antithrombin-anhydrothrombin-heparin reveals the basis of inhibitor specificity. Nat. Struct. Mol. Biol. 11, 863-867 (Pubitemid 39128803)
    • (2004) Nature Structural and Molecular Biology , vol.11 , Issue.9 , pp. 863-867
    • Dementiev, A.1    Petitou, M.2    Herbert, J.-M.3    Gettins, P.G.W.4
  • 30
    • 4344590703 scopus 로고    scopus 로고
    • Structure of the antithrombin-thrombin-heparin ternary complex reveals the antithrombotic mechanism of heparin
    • DOI 10.1038/nsmb811
    • Li, W., Johnson, D. J., Esmon, C. T., and Huntington, J. A. (2004) Structure of the antithrombin-thrombin-heparin ternary complex reveals the antithrombotic mechanism of heparin. Nat. Struct. Mol. Biol. 11, 857-862 (Pubitemid 39128802)
    • (2004) Nature Structural and Molecular Biology , vol.11 , Issue.9 , pp. 857-862
    • Li, W.1    Johnson, D.J.D.2    Esmon, C.T.3    Huntington, J.A.4
  • 31
    • 41549156860 scopus 로고    scopus 로고
    • SR123781A: A New Once-Daily Synthetic Oligosaccharide Anticoagulant for Thromboprophylaxis After Total Hip Replacement Surgery. The DRIVE (Dose Ranging Study in Elective Total Hip Replacement Surgery) Study
    • DOI 10.1016/j.jacc.2008.03.007, PII S0735109708008838
    • Lassen, M. R., Dahl, O., Mismetti, P., Zielske, D., and Turpie, A. G. (2008) SR123781A: a new once-daily synthetic oligosaccharide anticoagulant for thromboprophylaxis after total hip replacement surgery: the DRIVE (Dose Ranging Study in Elective Total Hip Replacement Surgery) study. J. Am. Coll. Cardiol. 51, 1498-1504 (Pubitemid 351470038)
    • (2008) Journal of the American College of Cardiology , vol.51 , Issue.15 , pp. 1498-1504
    • Lassen, M.R.1    Dahl, O.2    Mismetti, P.3    Zielske, D.4    Turpie, A.G.G.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.