메뉴 건너뛰기




Volumn 89, Issue 8, 2011, Pages 959-963

Synthesis of a glycodendrimer incorporating multiple mannosides on a glucoside core

Author keywords

Carbohydrate; Dendrimer; Glycosylation; Mannose; Multivalency

Indexed keywords

CARBOHYDRATE-PROTEIN INTERACTIONS; DENDRITIC STRUCTURES; GLYCODENDRIMERS; GLYCOSYL ACCEPTORS; GLYCOSYL DONORS; GLYCOSYLATIONS; MANNOSE; MULTIVALENCY; POTENTIAL APPLICATIONS; SPACER ARMS; THIOETHERS;

EID: 80051966744     PISSN: 00084042     EISSN: None     Source Type: Journal    
DOI: 10.1139/v11-069     Document Type: Article
Times cited : (12)

References (51)
  • 1
    • 11544358874 scopus 로고    scopus 로고
    • 10.1021/cr940413g
    • Lis H. Sharon N. Chem. Rev. 1998 98 (2), 637. 10.1021/cr940413g
    • (1998) Chem. Rev. , vol.98 , Issue.2 , pp. 637
    • Lis, H.1    Sharon, N.2
  • 2
    • 0027996135 scopus 로고
    • Structure and energetics of protein-carbohydrate complexes
    • DOI 10.1016/S0959-440X(94)90170-8
    • Toone E. J. Curr. Opin. Struct. Biol. 1994 4 (5), 719. 10.1016/S0959-440X(94)90170-8 (Pubitemid 24325291)
    • (1994) Current Opinion in Structural Biology , vol.4 , Issue.5 , pp. 719-728
    • Toone, E.J.1
  • 3
    • 0000358206 scopus 로고
    • 10.1021/ar00056a001
    • Lee Y. C. Lee R. T. Acc. Chem. Res. 1995 28 (8), 321. 10.1021/ar00056a001
    • (1995) Acc. Chem. Res. , vol.28 , Issue.8 , pp. 321
    • Lee, Y.C.1    Lee, R.T.2
  • 5
    • 0035937526 scopus 로고    scopus 로고
    • Glycosylation and the immune system
    • DOI 10.1126/science.291.5512.2370
    • Rudd P. M. Elliott T. Cresswell P. Wilson I. A. Dwek R. A. Science 2001 291 (5512), 2370. 10.1126/science.291.5512.2370 (Pubitemid 32231792)
    • (2001) Science , vol.291 , Issue.5512 , pp. 2370-2376
    • Rudd, P.M.1    Elliott, T.2    Cresswell, P.3    Wilson, I.A.4    Dwek, R.A.5
  • 6
    • 0031820273 scopus 로고    scopus 로고
    • The C-type lectin superfamily in the immune system
    • DOI 10.1111/j.1600-065X.1998.tb01185.x
    • Weis W. I. Taylor M. E. Drickamer K. Immunol. Rev. 1998 163 (1), 19. 10.1111/j.1600-065X.1998.tb01185.x (Pubitemid 28327859)
    • (1998) Immunological Reviews , vol.163 , pp. 19-34
    • Weis, W.I.1    Taylor, M.E.2    Drickamer, K.3
  • 7
    • 0027982876 scopus 로고
    • Traffic signals for lymphocyte recirculation and leukocyte emigration: The multistep paradigm
    • DOI 10.1016/0092-8674(94)90337-9
    • Springer T. A. Cell 1994 76 (2), 301. 10.1016/0092-8674(94)90337-9 (Pubitemid 24046692)
    • (1994) Cell , vol.76 , Issue.2 , pp. 301-314
    • Springer, T.A.1
  • 8
    • 0027318961 scopus 로고
    • 10.1093/glycob/3.2.97
    • Varki A. Glycobiology 1993 3 (2), 97. 10.1093/glycob/3.2.97
    • (1993) Glycobiology , vol.3 , Issue.2 , pp. 97
    • Varki, A.1
  • 9
    • 0000431920 scopus 로고    scopus 로고
    • 10.1002/(SICI)1521-3757(19981016)110:20<2908: AID-ANGE2908>3.0. CO;2-2
    • a Mammen M. Choi S. Whitesides G. M. Angew. Chem. 1998 110 (20), 2908. 10.1002/(SICI)1521-3757(19981016)110:20<2908::AID-ANGE2908>3.0.CO;2-2
    • (1998) Angew. Chem. , vol.110 , Issue.20 , pp. 2908
    • Mammen, M.1    Choi, S.2    Whitesides, G.M.3
  • 10
    • 0032476812 scopus 로고    scopus 로고
    • b, 10.1002/(SICI)1521-3773(19981102)37:20<2754: AID-ANIE2754>3.0. CO;2-3
    • b Mammen M. Choi S. Whitesides G. M. Angew. Chem. Int. Ed. 1998 37 (20), 2754. 10.1002/(SICI)1521-3773(19981102)37:20<2754::AID-ANIE2754>3.0.CO;2-3
    • (1998) Angew. Chem. Int. Ed. , vol.37 , Issue.20 , pp. 2754
    • Mammen, M.1    Choi, S.2    Whitesides, G.M.3
  • 11
    • 0030272306 scopus 로고    scopus 로고
    • Syntheses and some applications of chemically defined multivalent glycoconjugates
    • DOI 10.1016/S0959-440X(96)80037-6
    • Roy R. Curr. Opin. Struct. Biol. 1996 6 (5), 692. 10.1016/S0959-440X(96) 80037-6 (Pubitemid 26372347)
    • (1996) Current Opinion in Structural Biology , vol.6 , Issue.5 , pp. 692-702
    • Roy, R.1
  • 12
    • 0000856193 scopus 로고    scopus 로고
    • 10.1007/3-540-45010-6-7
    • Lindhorst T. K. Top. Curr. Chem. 2002 218, 201. 10.1007/3-540-45010-6-7
    • (2002) Top. Curr. Chem. , vol.218 , pp. 201
    • Lindhorst, T.K.1
  • 15
    • 0000228625 scopus 로고    scopus 로고
    • a, 10.1002/(SICI)1521-3757(19990401)111:7<934: AID-ANGE934>3.0. CO;2-4
    • a Fischer M. Vgtle F. Angew. Chem. 1999 111 (7), 934. 10.1002/(SICI)1521-3757(19990401)111:7<934::AID-ANGE934>3.0.CO;2-4
    • (1999) Angew. Chem. , vol.111 , Issue.7 , pp. 934
    • Fischer, M.1    Vgtle, F.2
  • 16
    • 0033119135 scopus 로고    scopus 로고
    • b, 10.1002/(SICI)1521-3773(19990401)38:7<884: AID-ANIE884>3.0.CO;2- K
    • b Fischer M. Vgtle F. Angew. Chem. Int. Ed. 1999 38 (7), 884. 10.1002/(SICI)1521-3773(19990401)38:7<884::AID-ANIE884>3.0.CO;2-K
    • (1999) Angew. Chem. Int. Ed. , vol.38 , Issue.7 , pp. 884
    • Fischer, M.1    Vgtle, F.2
  • 20
    • 0036462602 scopus 로고    scopus 로고
    • The cluster glycoside effect
    • DOI 10.1021/cr000418f
    • Lundquist J. J. Toone E. J. Chem. Rev. 2002 102 (2), 555. 10.1021/cr000418f (Pubitemid 35377623)
    • (2002) Chemical Reviews , vol.102 , Issue.2 , pp. 555-578
    • Lundquist, J.J.1    Toone, E.J.2
  • 21
    • 0000792507 scopus 로고    scopus 로고
    • 10.1002/ange.19961081718
    • a Lindhorst T. K. Kieburg C. Angew. Chem. 1996 108 (17), 2083. 10.1002/ange.19961081718
    • (1996) Angew. Chem. , vol.108 , Issue.17 , pp. 2083
    • Lindhorst, T.K.1    Kieburg, C.2
  • 23
    • 0030915343 scopus 로고    scopus 로고
    • Glycodendrimer synthesis without using protecting groups
    • DOI 10.1016/S0040-4039(97)00760-0, PII S0040403997007600
    • Kieburg C. Lindhorst T. K. Tetrahedron Lett. 1997 38 (22), 3885. 10.1016/S0040-4039(97)00760-0 (Pubitemid 27264687)
    • (1997) Tetrahedron Letters , vol.38 , Issue.22 , pp. 3885-3888
    • Kieburg, C.1    Lindhorst, T.K.2
  • 24
    • 0000998014 scopus 로고    scopus 로고
    • a, 10.1002/1521-3757(20000602)112:11<2066: AID-ANGE2066>3.0.CO;2-X
    • a Sadalapure K. Lindhorst T. K. Angew. Chem. 2000 112 (11), 2066. 10.1002/1521-3757(20000602)112:11<2066::AID-ANGE2066>3.0.CO;2-X
    • (2000) Angew. Chem. , vol.112 , Issue.11 , pp. 2066
    • Sadalapure, K.1    Lindhorst, T.K.2
  • 25
    • 0034595675 scopus 로고    scopus 로고
    • b, 10.1002/1521-3773(20000602)39:11<2010: AID-ANIE2010>3.0.CO;2-1
    • b Sadalapure K. Lindhorst T. K. Angew. Chem. Int. Ed. 2000 39 (11), 2010. 10.1002/1521-3773(20000602)39:11<2010::AID-ANIE2010>3.0.CO;2-1
    • (2000) Angew. Chem. Int. Ed. , vol.39 , Issue.11 , pp. 2010
    • Sadalapure, K.1    Lindhorst, T.K.2
  • 27
    • 0038634989 scopus 로고    scopus 로고
    • 'Sugaring' carbosilane dendrimers via hydrosilylation
    • DOI 10.1016/S0040-4020(03)00458-7
    • Boysen M. M. K. Lindhorst T. K. Tetrahedron 2003 59 (22), 3895. 10.1016/S0040-4020(03)00458-7 (Pubitemid 36577609)
    • (2003) Tetrahedron , vol.59 , Issue.22 , pp. 3895-3898
    • Boysen, M.M.K.1    Lindhorst, T.K.2
  • 30
    • 33646919890 scopus 로고    scopus 로고
    • Multivalent glycomimetics: synthesis of nonavalent mannoside clusters with variation of spacer properties
    • DOI 10.1016/j.carres.2006.01.024, PII S0008621506000309
    • Patel A. Lindhorst T. K. Carbohydr. Res. 2006 341 (10), 1657. 10.1016/j.carres.2006.01.024 (Pubitemid 43795392)
    • (2006) Carbohydrate Research , vol.341 , Issue.10 , pp. 1657-1668
    • Patel, A.1    Lindhorst, T.K.2
  • 33
    • 38649112412 scopus 로고    scopus 로고
    • Kamerling, J. P. Ed. Elsevier Press: Oxford
    • Touaibia, M.; Roy, R. In Comprehensive Glycoscience; Kamerling, J. P., Ed.; Elsevier Press: Oxford, 2007; Vol. 3, p 781.
    • (2007) Comprehensive Glycoscience , vol.3 , pp. 781
    • Touaibia, M.1    Roy, R.2
  • 34
    • 33646931865 scopus 로고    scopus 로고
    • Mannose hyperbranched dendritic polymers interact with clustered organization of DC-SIGN and inhibit gp120 binding
    • DOI 10.1016/j.febslet.2006.03.061, PII S0014579306003772
    • Tabarani G. Reina J. J. Ebel C. Vivès C. Lortat-Jacob H. Rojo J. Fieschi F. FEBS Lett. 2006 580 (10), 2402. 10.1016/j.febslet.2006.03.061 (Pubitemid 44389366)
    • (2006) FEBS Letters , vol.580 , Issue.10 , pp. 2402-2408
    • Tabarani, G.1    Reina, J.J.2    Ebel, C.3    Vives, C.4    Lortat-Jacob, H.5    Rojo, J.6    Fieschi, F.7
  • 35
    • 4644235778 scopus 로고    scopus 로고
    • Glycodendritic structures: Promising new antiviral drugs
    • DOI 10.1093/jac/dkh399
    • a Rojo J. Delgado R. Antimicrob. J. Chemother. 2004 54 (3), 579. 10.1093/jac/dkh399 (Pubitemid 39263896)
    • (2004) Journal of Antimicrobial Chemotherapy , vol.54 , Issue.3 , pp. 579-581
    • Rojo, J.1    Delgado, R.2
  • 36
    • 0344011988 scopus 로고    scopus 로고
    • Mannosyl Glycodendritic Structure Inhibits DC-SIGN-Mediated Ebola Virus Infection in cis and in trans
    • DOI 10.1128/AAC.47.12.3970-3972.2003
    • b Lasala F. Arce E. Otero J. R. Rojo J. Delgado R. Antimicrob. Agents Chemother. 2003 47 (12), 3970. 10.1128/AAC.47.12.3970-3972.2003 (Pubitemid 37485018)
    • (2003) Antimicrobial Agents and Chemotherapy , vol.47 , Issue.12 , pp. 3970-3972
    • Lasala, F.1    Arce, E.2    Otero, J.R.3    Rojo, J.4    Delgado, R.5
  • 37
    • 4143099312 scopus 로고    scopus 로고
    • Functional evaluation of carbohydrate-centred glycoclusters by enzyme-linked lectin assay: Ligands for concanavalin A
    • DOI 10.1002/cbic.200300807
    • Khn M. Benito J. M. Ortiz Mellet C. Lindhorst T. K. Garca Fernndez J. M. ChemBioChem 2004 5 (6), 771. 10.1002/cbic.200300807 (Pubitemid 39257062)
    • (2004) ChemBioChem , vol.5 , Issue.6 , pp. 771-777
    • Kohn, M.1    Benito, J.M.2    Mellet, C.O.3    Lindhorst, T.K.4    Garcia Fernandez, J.M.5
  • 40
    • 0031669561 scopus 로고    scopus 로고
    • Synthesis of octopus glycosides: Core molecules for the construction of glycoclusters and carbohydrate-centered dendrimers
    • DOI 10.1016/S0008-6215(98)00155-4, PII S0008621598001554
    • Dubber M. Lindhorst T. K. Carbohydr. Res. 1998 310 (1-2), 35. 10.1016/S0008-6215(98)00155-4 (Pubitemid 28446185)
    • (1998) Carbohydrate Research , vol.310 , Issue.1-2 , pp. 35-41
    • Dubber, M.1    Lindhorst, T.K.2
  • 41
    • 18744363921 scopus 로고    scopus 로고
    • Synthesis of structurally defined scaffolds for bivalent ligand display based on glucuronic acid anilides. The degree of tertiary amide isomerism and folding depends on the configuration of a glycosyl azide
    • DOI 10.1021/jo050200z
    • Tosin M. Murphy P. J. Org. Chem. 2005 70 (10), 4107. 10.1021/jo050200z (Pubitemid 40675344)
    • (2005) Journal of Organic Chemistry , vol.70 , Issue.10 , pp. 4107-4117
    • Tosin, M.1    Murphy, P.V.2
  • 44
    • 0032537702 scopus 로고    scopus 로고
    • Direct chemical synthesis of β-mannopyranosides and other glycosides via glycosyl triflates
    • DOI 10.1016/S0040-4020(98)00426-8, PII S0040402098004268
    • Crich D. Sun S. Tetrahedron 1998 54 (29), 8321. 10.1016/S0040-4020(98) 00426-8 (Pubitemid 28294230)
    • (1998) Tetrahedron , vol.54 , Issue.29 , pp. 8321-8348
    • Crich, D.1    Sun, S.2
  • 45
    • 0034000335 scopus 로고    scopus 로고
    • Rapid assembly of oligosaccharides: 1,2-Diacetal-mediated reactivity tuning in the coupling of glycosyl fluorides
    • DOI 10.1016/S0957-4166(99)00519-4, PII S0957416699005194
    • Baeschlin D. K. Green L. G. Hahn M. G. Hinzen B. Ince S. J. Ley S. V. Tetrahedron Asymmetry 2000 11 (1), 173. 10.1016/S0957-4166(99)00519-4 (Pubitemid 30116783)
    • (2000) Tetrahedron Asymmetry , vol.11 , Issue.1 , pp. 173-197
    • Baeschlin, D.K.1    Green, L.G.2    Hahn, M.G.3    Hinzen, B.4    Ince, S.J.5    Ley, S.V.6
  • 46
    • 0031777948 scopus 로고    scopus 로고
    • Synthesis of the tetrasaccharide repeating unit of the K-antigen from Klebsiella type 57
    • DOI 10.1016/S0008-6215(97)10083-0, PII S0008621597100830
    • Sarbajna S. Roy N. Carbohydr. Res. 1998 306 (3), 401. 10.1016/S0008-6215(97)10083-0 (Pubitemid 28253243)
    • (1998) Carbohydrate Research , vol.306 , Issue.3 , pp. 401-407
    • Sarbajna, S.1    Roy, N.2
  • 47
    • 0034736314 scopus 로고    scopus 로고
    • 10.1021/ol006621e
    • Lahmann M. Oscarson S. Org. Lett. 2000 2 (24), 3881. 10.1021/ol006621e
    • (2000) Org. Lett. , vol.2 , Issue.24 , pp. 3881
    • Lahmann, M.1    Oscarson, S.2
  • 49
    • 0031824605 scopus 로고    scopus 로고
    • Inhibition of the type 1 fimbriae-mediated adhesion of Escherichia coli to erythrocytes by multiantennary α-mannosyl clusters: The effect of multivalency
    • DOI 10.1023/A:1006920027641
    • Lindhorst T. K. Kieburg C. Krallmann-Wenzel U. Glycoconjugate J. 1998 15 (6), 605. 10.1023/A:1006920027641 (Pubitemid 28330773)
    • (1998) Glycoconjugate Journal , vol.15 , Issue.6 , pp. 605-613
    • Lindhorst, T.K.1    Kieburg, C.2    Krallmann-Wenzel, U.3
  • 51
    • 30744454267 scopus 로고    scopus 로고
    • Chemical and chemoenzymatic synthesis of S-linked ganglioside analogues and their protein conjugates for use as immunogens
    • DOI 10.1002/chem.200500518
    • Rich J. R. Wakarchuk W. W. Bundle D. R. Chem.-Eur. J. 2006 12 (3), 845. 10.1002/chem.200500518 (Pubitemid 43099289)
    • (2006) Chemistry - A European Journal , vol.12 , Issue.3 , pp. 845-858
    • Rich, J.R.1    Wakarchuk, W.W.2    Bundle, D.R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.