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Volumn 4, Issue 19, 2002, Pages 3191-3194

A method for bioconjugation of carbohydrates using Diels-Alder cycloaddition

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; CROSS LINKING REAGENT; MALEIMIDE; MALEIMIDE DERIVATIVE; SERUM ALBUMIN; WATER;

EID: 0037136489     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026179v     Document Type: Article
Times cited : (61)

References (24)
  • 1
    • 0033804278 scopus 로고    scopus 로고
    • For a recent review on bacterial oligosaccharide-protein conjugates as vaccine candidates, see: Pozsgay, V. Adv. Carbohydr. Chem. Biochem. 2001, 56, 153-199.
    • (2001) Adv. Carbohydr. Chem. Biochem. , vol.56 , pp. 153-199
    • Pozsgay, V.1
  • 4
    • 0003791868 scopus 로고
    • Academic Press: San Diego, p
    • For a comprehensive review of oligosaccharide conjugation methods up to 1994, see: Lee, Y. C.; Lee, R. T. Methods in Enzymology; Academic Press: San Diego, 1994; p Vol 242.
    • (1994) Methods in Enzymology , vol.242
    • Lee, Y.C.1    Lee, R.T.2
  • 5
    • 0002688030 scopus 로고
    • Synthetic glycoconjugates as human vaccines
    • Lee, Y. C., Lee, R. T., Eds.; Academic Press: New York
    • For a review on conjugation methods of bacterial polysaccharides to proteins, see: Jennings, H. J.; Sood, R. K. Synthetic glycoconjugates as human vaccines. In Neoglycoconjugates. Preparation and Applications; Lee, Y. C., Lee, R. T., Eds.; Academic Press: New York, 1994; pp 325-371.
    • (1994) Neoglycoconjugates. Preparation and Applications , pp. 325-371
    • Jennings, H.J.1    Sood, R.K.2
  • 6
    • 33746976801 scopus 로고    scopus 로고
    • For recent in-depth coverage of oligosaccharide conjugation methods up to 2002, see: Davis, B. G. J. Chem. Soc., Perkin Trans. 1 1999, 3215-3237. Davis, B. G. Chem. Rev. 2002, 102, 579-601.
    • (1999) J. Chem. Soc., Perkin Trans. 1 , pp. 3215-3237
    • Davis, B.G.1
  • 7
    • 0036462604 scopus 로고    scopus 로고
    • For recent in-depth coverage of oligosaccharide conjugation methods up to 2002, see: Davis, B. G. J. Chem. Soc., Perkin Trans. 1 1999, 3215-3237. Davis, B. G. Chem. Rev. 2002, 102, 579-601.
    • (2002) Chem. Rev. , vol.102 , pp. 579-601
    • Davis, B.G.1
  • 13
    • 0000639947 scopus 로고    scopus 로고
    • Diels-Alder reactions in aqueous media
    • Grieco, P. A., Ed.; Blackie Academic and Professional: London
    • Garner, P. P. Diels-Alder reactions in aqueous media. In Organic synthesis in water, Grieco, P. A., Ed.; Blackie Academic and Professional: London, 1998; pp 1-46.
    • (1998) Organic Synthesis in Water , pp. 1-46
    • Garner, P.P.1
  • 14
    • 0035121161 scopus 로고    scopus 로고
    • Kumar, A. Chem. Rev. 2001, 101 (1), 1-19.
    • (2001) Chem. Rev. , vol.101 , Issue.1 , pp. 1-19
    • Kumar, A.1
  • 16
    • 0041817473 scopus 로고    scopus 로고
    • note
    • The MALDI-TOF mass spectra were run on an Applied Biosystems Voyager DE-STR mass spectrometer (Framingham, MA); the mass accuracy is 0.05%.
  • 17
    • 0042819507 scopus 로고    scopus 로고
    • note
    • 2O): δ 6.37 (m, 1 H), 6.17 (m, 1 H), 5.76 (m, 1 H), 5.58 (d, 1 H, J = 3.6 Hz), 5.72 (d. 1 H, J = 16 Hz), 5.08 (br s, 1 H), 5.03-5.00 (m, 3 H), 4.98 (d, 1 H, J = 3.4 Hz), 4.80 (br s, 1 H), 2.35 (m, 4 H), 2.22 (m, 1 H), 2.02 (br s, 6 H), 1.60 (m, 4 H), 1.33 (m, 2 H), 1.33-1.20 (m, 9 H).
  • 21
    • 0041817474 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of the residue was identical to the spectrum of the starting saccharide-diene construct.
  • 22
    • 0001326246 scopus 로고
    • For the synthesis of oligosaccharides related to 6, see: (a) Pozsgay, V. J. Am. Chem. Soc. 1995, 117, 6673-6681.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 6673-6681
    • Pozsgay, V.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.