메뉴 건너뛰기




Volumn 2, Issue 10, 2007, Pages 685-691

Exploring the structural diversity of mammalian carbohydrates ("glycospace") by statistical databank analysis

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; FUCOSE; GALACTOSE; GLUCOSAMINE; GLUCOSE; GLYCAN; GLYCOLIPID; MANNOSE; MONOSACCHARIDE; OLIGOSACCHARIDE; SIALIC ACID;

EID: 35948955219     PISSN: 15548929     EISSN: None     Source Type: Journal    
DOI: 10.1021/cb700178s     Document Type: Article
Times cited : (246)

References (36)
  • 1
    • 26044440288 scopus 로고    scopus 로고
    • Automated synthesis of oligosaccharides as a basis for drug discovery
    • Seeberger, P. H, and Werz D. B. (2005) Automated synthesis of oligosaccharides as a basis for drug discovery, Nat. Rev Drug Discovery 4, 751-763.
    • (2005) Nat. Rev Drug Discovery , vol.4 , pp. 751-763
    • Seeberger, P.H.1    Werz, D.B.2
  • 2
    • 0022636075 scopus 로고
    • New methods of glycoside and oligosaccharide syntheses-are there alternatives to the Koenigs-Knorr method?
    • Schmidt, R. R. (1986) New methods of glycoside and oligosaccharide syntheses-are there alternatives to the Koenigs-Knorr method? Angew. Chem., Int. Ed. Engl. 25, 212-235.
    • (1986) Angew. Chem., Int. Ed. Engl , vol.25 , pp. 212-235
    • Schmidt, R.R.1
  • 3
    • 0028607322 scopus 로고    scopus 로고
    • 12 structures for a reducing hexasaccharide: the isomer barrier to development of single-method saccharide sequencing or synthesis systems, Glycobiology 4, 759-767.
    • 12 structures for a reducing hexasaccharide: the isomer barrier to development of single-method saccharide sequencing or synthesis systems, Glycobiology 4, 759-767.
  • 4
    • 0022144562 scopus 로고
    • Gene synthesis machines: DNA chemistry and its uses
    • Caruthers, M. H. (1985) Gene synthesis machines: DNA chemistry and its uses, Science 230, 282-285.
    • (1985) Science , vol.230 , pp. 282-285
    • Caruthers, M.H.1
  • 5
    • 12044249976 scopus 로고
    • Chemical synthesis of DNA and DNA analogs
    • Caruthers, M. H. (1991) Chemical synthesis of DNA and DNA analogs, Acc. Chem. Res. 24, 278-284.
    • (1991) Acc. Chem. Res , vol.24 , pp. 278-284
    • Caruthers, M.H.1
  • 7
    • 0035937463 scopus 로고    scopus 로고
    • Toward automated synthesis of oligosaccharides and glycoproteins
    • Sears, P., and Wong, C.-H. (2001) Toward automated synthesis of oligosaccharides and glycoproteins, Science 291, 2344-2350.
    • (2001) Science , vol.291 , pp. 2344-2350
    • Sears, P.1    Wong, C.-H.2
  • 8
    • 0035936861 scopus 로고    scopus 로고
    • Automated solid-phase synthesis of oligosaccharides
    • Plante, O. J., Palmacci, E. R., and Seeberger, P. H. (2001) Automated solid-phase synthesis of oligosaccharides, Science 291, 1523-1527.
    • (2001) Science , vol.291 , pp. 1523-1527
    • Plante, O.J.1    Palmacci, E.R.2    Seeberger, P.H.3
  • 9
    • 1042276934 scopus 로고    scopus 로고
    • Automated solid-phase synthesis of protected tumor-associated antigen and blood group determinant oligosaccharides
    • Love, K. R., and Seeberger, P. H. (2004) Automated solid-phase synthesis of protected tumor-associated antigen and blood group determinant oligosaccharides, Angew. Chem., Int. Ed. 43, 602-605.
    • (2004) Angew. Chem., Int. Ed , vol.43 , pp. 602-605
    • Love, K.R.1    Seeberger, P.H.2
  • 10
    • 33947205468 scopus 로고    scopus 로고
    • Automated synthesis of tumor-associated carbohydrate antigens Gb-3 and Globo-H: Incorporation of α-galactosidic linkages
    • Werz D. B., Castaner, B., and Seeberger, P. H. (2007) Automated synthesis of tumor-associated carbohydrate antigens Gb-3 and Globo-H: incorporation of α-galactosidic linkages, J. Am. Chem. Soc. 129, 2770-2771.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 2770-2771
    • Werz, D.B.1    Castaner, B.2    Seeberger, P.H.3
  • 11
    • 25844491669 scopus 로고    scopus 로고
    • An endorsement to create open access databases for analytical data of complex carbohydrates
    • von der Lieth, C.-W. (2004) An endorsement to create open access databases for analytical data of complex carbohydrates, J. Carbohydr. Chem. 23, 277-297.
    • (2004) J. Carbohydr. Chem , vol.23 , pp. 277-297
    • von der Lieth, C.-W.1
  • 13
    • 35948939950 scopus 로고    scopus 로고
    • Less complex oligosaccharides may dominate as a result of experimental difficulties in sequencing larger structures. This problem is common to all the glycan databanks
    • Less complex oligosaccharides may dominate as a result of experimental difficulties in sequencing larger structures. This problem is common to all the glycan databanks.
  • 14
    • 35948939190 scopus 로고    scopus 로고
    • About 47% of the 3299 structures are derived from N-linked glycoproteins, 19% of them from O-linked glycoproteins and 17% from glycolipids. The rest are not assigned.
    • About 47% of the 3299 structures are derived from N-linked glycoproteins, 19% of them from O-linked glycoproteins and 17% from glycolipids. The rest are not assigned.
  • 15
    • 33845280670 scopus 로고
    • Armed" and "disarmed" n-pentenyl glycosides in saccharide couplings leading to oligosacchaddes
    • Mootoo, D. R., Konradsson, P., Udodon, U., and Fraser-Reid, B. (1988) "Armed" and "disarmed" n-pentenyl glycosides in saccharide couplings leading to oligosacchaddes, J. Am. Chem. Soc 110, 5583-5584.
    • (1988) J. Am. Chem. Soc , vol.110 , pp. 5583-5584
    • Mootoo, D.R.1    Konradsson, P.2    Udodon, U.3    Fraser-Reid, B.4
  • 16
    • 0034697139 scopus 로고    scopus 로고
    • Anomeric reactivity-based one-pot oligosaccharide synthesis: A rapid route to oligosaccharide libraries
    • Ye, X. S., and Wong, C.-H. (2000) Anomeric reactivity-based one-pot oligosaccharide synthesis: a rapid route to oligosaccharide libraries, J. Org. Chem. 65, 2410-2431.
    • (2000) J. Org. Chem , vol.65 , pp. 2410-2431
    • Ye, X.S.1    Wong, C.-H.2
  • 17
    • 0037124658 scopus 로고    scopus 로고
    • Conformational locking of the glycosyl acceptor for stereocontrol in the key step in the synthesis of heparin
    • Orgueira, H. A., Bartolozzi, A., Schell, P., and Seeberger, P. H. (2002) Conformational locking of the glycosyl acceptor for stereocontrol in the key step in the synthesis of heparin, Angew. Chem., Int. Ed. 41, 2128-2131.
    • (2002) Angew. Chem., Int. Ed , vol.41 , pp. 2128-2131
    • Orgueira, H.A.1    Bartolozzi, A.2    Schell, P.3    Seeberger, P.H.4
  • 18
    • 0003713167 scopus 로고    scopus 로고
    • Boons, G. J, Ed, Blackie. London, U.K
    • Boons, G. J., Ed. (1998) Carbohydrate Chemistry, Blackie. London, U.K.
    • (1998) Carbohydrate Chemistry
  • 19
    • 84981422033 scopus 로고
    • Glycosidsynthese mit 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosylbromid
    • Kunz, H., and Harreus, A. (1982) Glycosidsynthese mit 2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosylbromid, Liebigs Ann. 41-48.
    • (1982) Liebigs Ann , pp. 41-48
    • Kunz, H.1    Harreus, A.2
  • 20
    • 0034609692 scopus 로고    scopus 로고
    • O-6lycosyl trichloroacetimidates bearing Fmoc as temporary hydroxy protecting group: A new access to solid-phase oligosaccharide synthesis
    • Roussel, F., Knerr, L, Grathwohl, M., and Schmidt, R. R. (2000) O-6lycosyl trichloroacetimidates bearing Fmoc as temporary hydroxy protecting group: a new access to solid-phase oligosaccharide synthesis, Org. Lett. 2, 3043-3046.
    • (2000) Org. Lett , vol.2 , pp. 3043-3046
    • Roussel, F.1    Knerr, L.2    Grathwohl, M.3    Schmidt, R.R.4
  • 21
    • 0001573503 scopus 로고
    • Synthesis of oligosaccharides by using levulinic ester as an hydroxyl protecting group
    • Koeners, H. J., Verhoeven, J., and van Boom, J. H. (1980) Synthesis of oligosaccharides by using levulinic ester as an hydroxyl protecting group, Tetrahedron Lett 21, 381-382.
    • (1980) Tetrahedron Lett , vol.21 , pp. 381-382
    • Koeners, H.J.1    Verhoeven, J.2    van Boom, J.H.3
  • 22
    • 17444373905 scopus 로고    scopus 로고
    • Building blocks 1 and 16: Love, K. R., and Seeberger, P. H. (2005) Solution syntheses of protected type II Lewis blood group oligosaccharides: study for automated synthesis, J. Org. Chem. 70, 3168-3177.
    • Building blocks 1 and 16: Love, K. R., and Seeberger, P. H. (2005) Solution syntheses of protected type II Lewis blood group oligosaccharides: study for automated synthesis, J. Org. Chem. 70, 3168-3177.
  • 23
    • 28844435773 scopus 로고    scopus 로고
    • Building block 2: Tanaka, K., Goi, T., and Fukase, K. (2005) Highly efficient sialylation towards alpha(2-3)- and α(2-6)-Neu5Ac-Gal synthesis: significant 'fixed dipole effect' of N-phthalyl group on alpha-selectivity, Synlett 19, 2958 -2962.
    • Building block 2: Tanaka, K., Goi, T., and Fukase, K. (2005) Highly efficient sialylation towards alpha(2-3)- and α(2-6)-Neu5Ac-Gal synthesis: significant 'fixed dipole effect' of N-phthalyl group on alpha-selectivity, Synlett 19, 2958 -2962.
  • 24
    • 1042276934 scopus 로고    scopus 로고
    • Building blocks 3, 6,11,13, and 14: Love, K. R., and Seeberger, P. H. (2004) Automated solid-phase synthesis of protected tumor-associated antigen and blood group determinant oligosaccharides, Angew. Chem., Inl. Ed. 43, 602-605.
    • Building blocks 3, 6,11,13, and 14: Love, K. R., and Seeberger, P. H. (2004) Automated solid-phase synthesis of protected tumor-associated antigen and blood group determinant oligosaccharides, Angew. Chem., Inl. Ed. 43, 602-605.
  • 25
    • 0035891716 scopus 로고    scopus 로고
    • Building blocks 4, 8, and 12: Hewitt, M. C., and Seeberger, P. H, (2001) Automated solid-phase synthesis of a branched Leishmania cap tetrasaccharide, Org. Lett. 3, 3699-3702.
    • Building blocks 4, 8, and 12: Hewitt, M. C., and Seeberger, P. H, (2001) Automated solid-phase synthesis of a branched Leishmania cap tetrasaccharide, Org. Lett. 3, 3699-3702.
  • 26
    • 0037011298 scopus 로고    scopus 로고
    • Building block 5: Wu, X., Grathwohl, M., and Schmidt, R. R. (2002) Efficient solid-phase synthesis of a complex, branched N-glycan hexasaccharide: Use of a novel linker and temporary-protecting-group pattern, Angew. Chem., Int. Ed. 41, 4489-4493.
    • Building block 5: Wu, X., Grathwohl, M., and Schmidt, R. R. (2002) Efficient solid-phase synthesis of a complex, branched N-glycan hexasaccharide: Use of a novel linker and temporary-protecting-group pattern, Angew. Chem., Int. Ed. 41, 4489-4493.
  • 27
    • 35948936631 scopus 로고    scopus 로고
    • Building blocks 7,10,15,17, and 18: Kröck, L, Oberli, M., Werz, D. B., Seeberger, P. H. Unpublished results.
    • Building blocks 7,10,15,17, and 18: Kröck, L, Oberli, M., Werz, D. B., Seeberger, P. H. Unpublished results.
  • 28
    • 0028472595 scopus 로고    scopus 로고
    • Building blocks 9: Blatter, G., Beau, J. M., and Jacquinet, J. C. (1994) The use of 2-deoxy-2-trichloroacetamido-D-glucopyranose derivatives in syntheses of oligosaccharides, Carbohydr. Res. 260, 189-202.
    • Building blocks 9: Blatter, G., Beau, J. M., and Jacquinet, J. C. (1994) The use of 2-deoxy-2-trichloroacetamido-D-glucopyranose derivatives in syntheses of oligosaccharides, Carbohydr. Res. 260, 189-202.
  • 29
    • 0037007836 scopus 로고    scopus 로고
    • Building block 19: Wang, C. C., Lee, J. C., Luo, S. Y., Fan, H. F., Pai, C. L., Yang, W. C., Lu, L. D., and Hung, S. C. (2002) Synthesis of biologically potent α1 → 2-linked disaccharide derivatives via regio-selective one-pot protection-glycosylation, Angew. Chem., Int. Ed. 41, 2360-2362.
    • Building block 19: Wang, C. C., Lee, J. C., Luo, S. Y., Fan, H. F., Pai, C. L., Yang, W. C., Lu, L. D., and Hung, S. C. (2002) Synthesis of biologically potent α1 → 2-linked disaccharide derivatives via regio-selective one-pot protection-glycosylation, Angew. Chem., Int. Ed. 41, 2360-2362.
  • 30
    • 0141727853 scopus 로고    scopus 로고
    • Building block 20: Belén Cid, M., Bonilla, J. B., Alfonso, F., and Martín-Lomas, M. (2003) Synthesis of new hexosaminyl D- and L-chiro-inositols related to putative insulin mediators, Eur. J. Org. Chem. 3505-3515.
    • Building block 20: Belén Cid, M., Bonilla, J. B., Alfonso, F., and Martín-Lomas, M. (2003) Synthesis of new hexosaminyl D- and L-chiro-inositols related to putative insulin mediators, Eur. J. Org. Chem. 3505-3515.
  • 31
    • 0347411058 scopus 로고    scopus 로고
    • Automated synthesis of a protected N-linked glycoprotein core pentasaccharide
    • Rather, D. M., Swanson, E. R., and Seeberger, P. H. (2003) Automated synthesis of a protected N-linked glycoprotein core pentasaccharide, Org. Lett. 5, 4717-4720.
    • (2003) Org. Lett , vol.5 , pp. 4717-4720
    • Rather, D.M.1    Swanson, E.R.2    Seeberger, P.H.3
  • 32
    • 0026736889 scopus 로고    scopus 로고
    • Doubet, S., and Albersheim, P. (1992) Carbbank, Glycobiology 2, 505.
    • Doubet, S., and Albersheim, P. (1992) Carbbank, Glycobiology 2, 505.
  • 34
    • 0034773106 scopus 로고    scopus 로고
    • LINUCS: Linear notation for unique description of carbohydrate sequences
    • Bohne-Lang, A., Lang, E, Forster, T., and von der Lieth, C.-W. (2001) LINUCS: linear notation for unique description of carbohydrate sequences, Corbohydr. Res. 336, 1-11.
    • (2001) Corbohydr. Res , vol.336 , pp. 1-11
    • Bohne-Lang, A.1    Lang, E.2    Forster, T.3    von der Lieth, C.-W.4
  • 35
    • 0028789599 scopus 로고
    • Galactofuranose-containing glycoconjugates in trypanosomatids
    • de Lederkremer, R. M., and Colli, W. (1995) Galactofuranose-containing glycoconjugates in trypanosomatids, Glycobiology 5, 547-552.
    • (1995) Glycobiology , vol.5 , pp. 547-552
    • de Lederkremer, R.M.1    Colli, W.2
  • 36
    • 0035833723 scopus 로고    scopus 로고
    • Improved chemical synthesis of UDP-galactofuranose
    • Marlow, A. L., and Kiessling, L. L. (2001) Improved chemical synthesis of UDP-galactofuranose, Org. Lett. 3, 2517-2519.
    • (2001) Org. Lett , vol.3 , pp. 2517-2519
    • Marlow, A.L.1    Kiessling, L.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.