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Volumn 71, Issue 2, 2006, Pages 466-479

[13C,15N]2-acetamido-2-deoxy-D-aldohexoses and their methyl glycosides: Synthesis and NMR investigations of J-couplings involving1H, 13C, and15N

Author keywords

[No Author keywords available]

Indexed keywords

AMINES; GLUCOSE; HYDROLYSIS; ION EXCHANGE; MIXTURES; NUCLEAR MAGNETIC RESONANCE; PROBABILITY DENSITY FUNCTION; REDUCTION;

EID: 30744431655     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051510k     Document Type: Article
Times cited : (24)

References (66)
  • 27
    • 10044273028 scopus 로고    scopus 로고
    • Acorn NMR, Inc.: Livermore, CA
    • MacNUTs Pro; Acorn NMR, Inc.: Livermore, CA.
    • MacNUTs Pro
  • 30
    • 0001205939 scopus 로고
    • Whistler, R. L., Woltrom, M. L., Eds.; Academic Press; New York
    • Schmidt, O. T. In Methods in Carbohydrate Chemistry; Whistler, R. L., Woltrom, M. L., Eds.; Academic Press; New York, 1963; Vol. 2, pp 318-325.
    • (1963) Methods in Carbohydrate Chemistry , vol.2 , pp. 318-325
    • Schmidt, O.T.1
  • 40
    • 30744451383 scopus 로고    scopus 로고
    • note
    • (b) This argument rests on the assumption that anomeric equilibrium has been reached in aqueous solutions of the aldopentopyranosylamines at pD 10.5. In contrast to aldopentoses where equilibration rates are relatively rapid, anomerization rates of the glycosylamines at this pH are considerably slower. However, hydrolysis mechanism studies of 5 at pH 6.5 (see text) where anomerization rates are more rapid shower a greater β-pyranose/α- pyranose ratio compared to thar observed in free xylose, supporting the conclusion that the stability of the equatorial C1-N1 bond is enhanced in the amines.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.