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Volumn 118, Issue 27, 1996, Pages 6462-6471

Transition state of the base-promoted ring-opening of isoxazoles. Theoretical prediction of catalytic functionalities and design of haptens for antibody production

Author keywords

[No Author keywords available]

Indexed keywords

HAPTEN; ISOXAZOLE DERIVATIVE;

EID: 0029988963     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja953550j     Document Type: Article
Times cited : (50)

References (40)
  • 16
    • 8944247372 scopus 로고    scopus 로고
    • note
    • Our postulate is based on the geometry optimization. The crystal structure of this antibody could confirm the position of this carboxyl group.
  • 26
    • 8944243172 scopus 로고    scopus 로고
    • note
    • The bidentate conformation between water and isoxazole, where water hydrogen bonds to both atoms of the N-O bond in the reactant, could not be located. However, this conformation was found as a local minimum in the reactant complex.
  • 37
    • 0003638901 scopus 로고
    • McGraw-Hill, Inc.: San Francisco
    • Dean, J. A. Lange's Handbook of Chemistry, McGraw-Hill, Inc.: San Francisco, 1992; pp 8.19-8.71.
    • (1992) Lange's Handbook of Chemistry , pp. 819-871
    • Dean, J.A.1
  • 38
    • 8944245946 scopus 로고    scopus 로고
    • Unpublished experiments
    • Note Added in Proof: Unpublished experiments (Kikuchi, K.; Thorn. S.; Hilvert, D.) show that borine serum albumin also catalyzes the decomposition of substituted benzisoxazoles. Chemical modification and pH-rate profile suggest that a lysine is the catalytic base.
    • Kikuchi, K.1    Thorn, S.2    Hilvert, D.3
  • 39
    • 8944256961 scopus 로고    scopus 로고
    • note
    • The optimization was carried out with the N3 NH constrained to avoid proton transfer to the acetate group. The same is true for haptens D and G.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.