메뉴 건너뛰기




Volumn 118, Issue 43, 1996, Pages 10371-10379

Acid-catalyzed solvolysis of CMP-N-acetyl neuraminate: Evidence for a sialyl cation with a finite lifetime

Author keywords

[No Author keywords available]

Indexed keywords

N ACETYLNEURAMINIC ACID DERIVATIVE;

EID: 0029820801     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja961811z     Document Type: Article
Times cited : (55)

References (69)
  • 14
    • 0001480389 scopus 로고
    • Fukuda, M., Hindsgaul, O., Eds.; Oxford University Press: New York
    • (a) Lowe, J. B. In Molecular Glycobiology; Fukuda, M., Hindsgaul, O., Eds.; Oxford University Press: New York, 1994; pp 163-205.
    • (1994) Molecular Glycobiology , pp. 163-205
    • Lowe, J.B.1
  • 29
    • 0015784044 scopus 로고
    • The kinetics for hydrolysis of the α-methyl ketoside has been reported; based on the data, we calculate a half-life for the α-anomer of at least 4.5 days at pH 5, 37°C. Neuberger, A.; Ratcliffe, W. A. Biochem. J. 1973, 133, 623-628.
    • (1973) Biochem. J. , vol.133 , pp. 623-628
    • Neuberger, A.1    Ratcliffe, W.A.2
  • 45
    • 84945044364 scopus 로고
    • (c) The isoelectronic N-methyl pyridine-2-carboxylate undergoes decarboxylation: Quast, H.; Schmitt, E. Justus Liebigs Ann. Chem. 1970, 732, 43-63.
    • (1970) Liebigs Ann. Chem. , vol.732 , pp. 43-63
    • Quast, H.1    Justus, S.E.2
  • 46
    • 10544244905 scopus 로고    scopus 로고
    • unpublished results
    • Calculations were performed at the RHF level with the 3-21g, 6-31g, and 6-31g* basis sets. B. Horenstein, unpublished results.
    • Horenstein, B.1
  • 54
    • 10544247682 scopus 로고    scopus 로고
    • note
    • After diffusion of CMP, the sialyl oxocarbenium ion could collapse to give both epimeric α-lactones, which upon solvolysis in aqueous methanol could yield the α and β methyl glycosides.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.