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Volumn 435, Issue , 1998, Pages 219-236

Combinatorial carbohydrate chemistry

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; MACROGOL DERIVATIVE; OLIGOSACCHARIDE; POLYMER; POLYSTYRENE DERIVATIVE; TENTAGEL RESIN;

EID: 0031602506     PISSN: 00652598     EISSN: None     Source Type: Book Series    
DOI: 10.1007/978-1-4615-5383-0_21     Document Type: Article
Times cited : (12)

References (37)
  • 1
    • 0028243847 scopus 로고
    • Application of combinatorial technologies to drag discovery. 1. Background and peptide combinatorial libraries
    • (a) M.A. Gallop, R.W. Barrett, W.J. Dower, S.P.A. Fodor, and E.M. Gordon, Application of combinatorial technologies to drag discovery. 1. Background and peptide combinatorial libraries, J. Med. Chem. 37:1233 (1994).
    • (1994) J. Med. Chem. , vol.37 , pp. 1233
    • Gallop, M.A.1    Barrett, R.W.2    Dower, W.J.3    Fodor, S.P.A.4    Gordon, E.M.5
  • 3
    • 7044263277 scopus 로고    scopus 로고
    • Synthesis ands applications of small molecular libraries
    • (b) L.A. Thompson and J. A. Ellman. Synthesis ands applications of small molecular libraries. Chem. Rev. 96:555(1996).
    • (1996) Chem. Rev. , vol.96 , pp. 555
    • Thompson, L.A.1    Ellman, J.A.2
  • 4
    • 0029930278 scopus 로고    scopus 로고
    • Solid phase organic reactions: A review of the recent literature
    • (c) P.H.H. Hermkens, H.C.J. Ottenheijm, and D. Rees , Solid phase organic reactions: a review of the recent literature, Tetrahedron 52:4527 (1996)
    • (1996) Tetrahedron , vol.52 , pp. 4527
    • Hermkens, P.H.H.1    Ottenheijm, H.C.J.2    Rees, D.3
  • 6
    • 5244279498 scopus 로고
    • Recent progress in O-glycosylation methods and its application to natural products synthesis
    • A recent general review about glycosylation: K. Toshima, and K. Tatsuta, Recent progress in O-glycosylation methods and its application to natural products synthesis, Chem. Rev. 93:1503 (1993).
    • (1993) Chem. Rev. , vol.93 , pp. 1503
    • Toshima, K.1    Tatsuta, K.2
  • 7
    • 0000084638 scopus 로고    scopus 로고
    • Carbohydrate drugs - An ongoing challenge
    • See a recent review: J.C. McAuliffe, and O. Hindsgaul, Carbohydrate drugs - an ongoing challenge, Chemistry and Industry 170 (1997).
    • (1997) Chemistry and Industry , pp. 170
    • McAuliffe, J.C.1    Hindsgaul, O.2
  • 9
    • 0029895067 scopus 로고    scopus 로고
    • Towards oligosaccharide libraries: A study of the random galactosylation of unprotected N-acetylglucosamine
    • (b) Y. Ding, J. Labbe, O. Kanie, and O. Hindsgaul, Towards oligosaccharide libraries: a study of the random galactosylation of unprotected N-acetylglucosamine, Bioorg. Biomed. Chem. 4:683 (1996).
    • (1996) Bioorg. Biomed. Chem. , vol.4 , pp. 683
    • Ding, Y.1    Labbe, J.2    Kanie, O.3    Hindsgaul, O.4
  • 10
    • 0030484272 scopus 로고    scopus 로고
    • Vinyl glycosides in oligosaccharide synthesis: A strategy for the preparation of trisaccharide libraries based on latent-active glycosylation
    • G.J. Boons, B. Heskamp, and F. Hout, Vinyl glycosides in oligosaccharide synthesis: a strategy for the preparation of trisaccharide libraries based on latent-active glycosylation, Angew. Chem. Int. Ed. Engl. 35:2845 (1996).
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 2845
    • Boons, G.J.1    Heskamp, B.2    Hout, F.3
  • 11
    • 0030599268 scopus 로고    scopus 로고
    • Polymer-supported synthesis of oligosaccharides: Using dibutylboron triflate to promote glycosylation with glycosyl trichloroacetimidates
    • (a) Z.G. Wang, S. Douglas and J.J. Krepinsky, Polymer-supported synthesis of oligosaccharides: using dibutylboron triflate to promote glycosylation with glycosyl trichloroacetimidates, Tetrahedron Lett. 37:6985 (1996).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 6985
    • Wang, Z.G.1    Douglas, S.2    Krepinsky, J.J.3
  • 13
    • 0028886622 scopus 로고
    • Polymer-supported synthesis of oligosaccharides using a novel versatile linker for the synthesis of D-mannopentaose, a structural unit of D-Mannans of pathogenic yeasts
    • Previous works on soluble-phase polymer-supported synthesis See: S. Douglas, D.M. Whitfiled, and J.J. Krepinsky, Polymer-supported synthesis of oligosaccharides using a novel versatile linker for the synthesis of D-mannopentaose, a structural unit of D-Mannans of pathogenic yeasts, J. Am. Chem. Soc. 117:2116 (1995).
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 2116
    • Douglas, S.1    Whitfiled, D.M.2    Krepinsky, J.J.3
  • 15
    • 0009470488 scopus 로고
    • The use of insoluble polymer supports in general organic synthesis
    • C.C. Lenzof, The use of insoluble polymer supports in general organic synthesis, Acc. Chem. Res.. 11:327 (1978).
    • (1978) Acc. Chem. Res. , vol.11 , pp. 327
    • Lenzof, C.C.1
  • 16
    • 0342487255 scopus 로고
    • Hodge, P., Sherrington, D.C., eds., Wiley: Chichester
    • For a review of solid-phase synthesis of oligosaccharides up to 1980, see J. M. Frechet, In polymer-supported synthesis of oligosaccharides, Hodge, P., Sherrington, D.C., eds., Wiley: Chichester, 407 (1980) and reference cited there.
    • (1980) In Polymer-supported Synthesis of Oligosaccharides , pp. 407
    • Frechet, J.M.1
  • 17
    • 0015932858 scopus 로고
    • Oligosaccharide synthesis on a light-sensitive solid support, the polymer and synthesis of isomaltose( 6-O-a-D-glucopyranosyl-D-glucose)
    • (a) U. Zehavi, and A. Patchornik, Oligosaccharide synthesis on a light-sensitive solid support, the polymer and synthesis of isomaltose( 6-O-a-D-glucopyranosyl-D-glucose). J. Am. Chem. Soc. 95: 5673 (1973)
    • (1973) J. Am. Chem. Soc. , vol.95 , pp. 5673
    • Zehavi, U.1    Patchornik, A.2
  • 18
    • 33947291827 scopus 로고
    • Solid-phase synthesis of oligosaccharides. Preparation of the solid support. poly[p-(1-propen-3-ol-1-yl) styrene]
    • (b) J. M. Frechet, and C. Schuerch, Solid-phase synthesis of oligosaccharides. Preparation of the solid support. poly[p-(1-propen-3-ol-1-yl) styrene], J. Am. Chem. Soc. 93: 492 (1971).
    • (1971) J. Am. Chem. Soc. , vol.93 , pp. 492
    • Frechet, J.M.1    Schuerch, C.2
  • 19
    • 0000462978 scopus 로고
    • Solid-phase synthesis of a natually occuring β-(1→5)-linked D-galactofuranosyl heptamer containing the artificial linkage arm L-homoserine
    • G. H. Veeneman, S. Notermans, R. M. Liskamp, G. A. van der Marel, and J. H. van Boom, Solid-phase synthesis of a natually occuring β-(1→5)-linked D-galactofuranosyl heptamer containing the artificial linkage arm L-homoserine, Tetrahedron Lettt. 28 :6695 (1987)
    • (1987) Tetrahedron Lettt. , vol.28 , pp. 6695
    • Veeneman, G.H.1    Notermans, S.2    Liskamp, R.M.3    Van Der Marel, G.A.4    Van Boom, J.H.5
  • 20
    • 0029996782 scopus 로고    scopus 로고
    • A new method of the solid-phase synthesis of oligosaccharides
    • J. Rademann, and R. R. Schmidt, A new method of the solid-phase synthesis of oligosaccharides, Tetrahedron Lett. 37:3989 (1996).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 3989
    • Rademann, J.1    Schmidt, R.R.2
  • 21
    • 0029958313 scopus 로고    scopus 로고
    • Solid-phase synthesis of 6-deoxyoligosaccharides
    • J. A. Hunt, and W. R. Roush, Solid-phase synthesis of 6-deoxyoligosaccharides, J. Am. Chem. Soc. 118:9998 (1996).
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 9998
    • Hunt, J.A.1    Roush, W.R.2
  • 22
    • 0031048191 scopus 로고    scopus 로고
    • A general and highly efficient solid phase synthesis of oligosaccharides: Total synthesis of a heptasaccharide phytoalexin elicitor (HPE)
    • K.C. Nicolaou, N. Winssinger, J. Pastor, and F. DeRoose, A general and highly efficient solid phase synthesis of oligosaccharides: total synthesis of a heptasaccharide phytoalexin elicitor (HPE), J. Am. Chem. Soc. 119:449 (1997).
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 449
    • Nicolaou, K.C.1    Winssinger, N.2    Pastor, J.3    DeRoose, F.4
  • 23
    • 0000508254 scopus 로고
    • Glycosylation on the Merrifield resin using anomeric sulfoxides
    • (a) L. Yan, C.M. Taylor, R. Goodnow, and D. Kahne, Glycosylation on the Merrifield resin using anomeric sulfoxides, J. Am. Chem . Soc. 116:6953 (1994).
    • (1994) J. Am. Chem . Soc. , vol.116 , pp. 6953
    • Yan, L.1    Taylor, C.M.2    Goodnow, R.3    Kahne, D.4
  • 24
    • 0000505943 scopus 로고
    • Solid-phase synthesis of a fragment of the capsular polysaccharide of haemophilus influenzae type B using H-phosphonate intermediates
    • (b) S. Nilsson, M. Bengtsson, and T. Norberg, Solid-phase synthesis of a fragment of the capsular polysaccharide of haemophilus influenzae type B using H-phosphonate intermediates, J. Carbohydrate chemistry 11:265(1992).
    • (1992) J. Carbohydrate Chemistry , vol.11 , pp. 265
    • Nilsson, S.1    Bengtsson, M.2    Norberg, T.3
  • 25
    • 0027951227 scopus 로고
    • Solid-phase chemical-enzymatic synthesis of glycopeptides and oligosaccharide
    • M. Schuster, P. Wang, J.C. Paulson, and C.H. Wong, Solid-phase chemical-enzymatic synthesis of glycopeptides and oligosaccharide, J. Am. Chem. Soc. 116:1135(1994).
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 1135
    • Schuster, M.1    Wang, P.2    Paulson, J.C.3    Wong, C.H.4
  • 26
    • 0030445494 scopus 로고    scopus 로고
    • Orthogonal glycosylation strategy for rapid assembly of oligosaccharides on a polymer support
    • Y. Ito, O. Kanie, and T. Ogawa, Orthogonal glycosylation strategy for rapid assembly of oligosaccharides on a polymer support, Angew .Chem. Int. Ed. Engl. 35:2510 (1996).
    • (1996) Angew .Chem. Int. Ed. Engl. , vol.35 , pp. 2510
    • Ito, Y.1    Kanie, O.2    Ogawa, T.3
  • 27
    • 0029049463 scopus 로고
    • A strategy for a convergent synthesis of N-linked glycopeptides on a solid support
    • (a) J. Y. Roberge, X. Beebe, and S.J. Danishefsky, A strategy for a convergent synthesis of N-linked glycopeptides on a solid support, Science 269: 202 (1995).
    • (1995) Science , vol.269 , pp. 202
    • Roberge, J.Y.1    Beebe, X.2    Danishefsky, S.J.3
  • 28
    • 0027591808 scopus 로고
    • A strategy for the solidphase synthesis of oligosaccharides
    • (b) S.J. Danishefky, K.F. McClure, J.T. Randolph, and R.B. Ruggeri, A strategy for the solidphase synthesis of oligosaccharides, Science 260:1307(1993).
    • (1993) Science , vol.260 , pp. 1307
    • Danishefky, S.J.1    McClure, K.F.2    Randolph, J.T.3    Ruggeri, R.B.4
  • 29
    • 0029007777 scopus 로고
    • Major simplifications in oligosaccharide syntheses arising from a solid-phase based method: An application to the synthesis of the Lewis b antigen
    • (c) J.T. Randolph, K.F. McClure, and S.J. Danishefky, Major simplifications in oligosaccharide syntheses arising from a solid-phase based method: an application to the synthesis of the Lewis b antigen, J. Am. Chem. Soc. 117:5712 (1995).
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 5712
    • Randolph, J.T.1    McClure, K.F.2    Danishefky, S.J.3
  • 30
    • 27644450283 scopus 로고    scopus 로고
    • Combinatorial michael additions and reductive aminations towards carbohydrate libraries designed to inhibit galactose-binding protein
    • Milano, Italy, Abstract
    • U.J. Nilsson, and O. Hindsgaul, Combinatorial michael additions and reductive aminations towards carbohydrate libraries designed to inhibit galactose-binding protein. XVIII International Carbohydrate Symposium. Milano, Italy, Abstract P 212 (1996).
    • (1996) XVIII International Carbohydrate Symposium , pp. 212
    • Nilsson, U.J.1    Hindsgaul, O.2
  • 33
    • 0029882333 scopus 로고    scopus 로고
    • Glycosamino acid: New building blocks for combinatorial synthesis
    • (c) J.P. McDevitt, and P.T. Lansbury, Glycosamino acid: new building blocks for combinatorial synthesis, J. Am. Chem. Soc. 118:3818(1996).
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 3818
    • McDevitt, J.P.1    Lansbury, P.T.2
  • 34
    • 0026714006 scopus 로고
    • Recent development in the synthesis of C-glycosides
    • M.H.D. Postema, Recent development in the synthesis of C-glycosides, Tetrahedron 48:8545 (1992).
    • (1992) Tetrahedron , vol.48 , pp. 8545
    • Postema, M.H.D.1
  • 35
    • 0020211577 scopus 로고
    • From isocyanides via four-component condensations to antibiotic synthesis
    • I. Ugi, From isocyanides via four-component condensations to antibiotic synthesis, Angew. Chem. Int. Ed. Engl. 21:810 (1982).
    • (1982) Angew. Chem. Int. Ed. Engl. , vol.21 , pp. 810
    • Ugi, I.1
  • 36
    • 0029801847 scopus 로고    scopus 로고
    • Generation of C-glycoside peptide ligands for cell surface carbohydrate receptors using a four-component condensation on solid support
    • D.P. Sutherlin, T.M. Stark, R. Hughes, and R.W. Armstrong, Generation of C-glycoside peptide ligands for cell surface carbohydrate receptors using a four-component condensation on solid support, J. Org. Chem. 61:8350 (1996).
    • (1996) J. Org. Chem. , vol.61 , pp. 8350
    • Sutherlin, D.P.1    Stark, T.M.2    Hughes, R.3    Armstrong, R.W.4
  • 37
    • 0029905917 scopus 로고    scopus 로고
    • Rapid combinatorial synthesis of aminoglycoside antibiotic mimetics: Use of a polyethylene glycol-linked amine and a ncamine-derived aldehyde in multiple component condensation as a strategy for the discovery of new inhibitors of the HIV RNA rev responsive element
    • W.K. Park, M. Auer, H. Jaksche, and C.H. Wong, Rapid combinatorial synthesis of aminoglycoside antibiotic mimetics: use of a polyethylene glycol-linked amine and a ncamine-derived aldehyde in multiple component condensation as a strategy for the discovery of new inhibitors of the HIV RNA rev responsive element, J. Am. Chem. Soc. 118:10150 (1996).
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 10150
    • Park, W.K.1    Auer, M.2    Jaksche, H.3    Wong, C.H.4


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