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Volumn 65, Issue 19, 2000, Pages 6097-6106

Molecular recognition of amines and amino esters by zinc porphyrin receptors: Binding mechanisms and solvent effects

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; ESTER DERIVATIVE; RECEPTOR; UNCLASSIFIED DRUG; ZINC PORPHYRIN RECEPTOR;

EID: 0034703202     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo000557x     Document Type: Article
Times cited : (79)

References (132)
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    • -1, respectively.
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    • note
    • For some host-guest pairs with incomplete complementarity, addition of polar cosolvent makes the binding tight. See ref 22.
  • 51
    • 0343778380 scopus 로고
    • a was calculated using ACD/pKa version 3.0, Advanced Chemistry Development, Inc.
    • a was calculated using ACD/pKa version 3.0, Advanced Chemistry Development, Inc.
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  • 52
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    • note
    • a, were -0.04 (guest = Ala-OMe, Phe-OMe, and Trp-OMe) and -0.49 (guest = pyridine, butylamine, benzylamine, Ala-OMe, Leu-OMe, PhGly-OMe, Phe-OMe, and Trp-OMe) for 1a and 3a, respectively. For instance, amines are bound less tightly to 1a-3a than amino esters. These negative correlation coefficients can be rationalized by the existence of pre-equilibrium in which more basic amines are more easily protonated and to be deactivated as a Lewis base for zinc.
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    • For interactions between ester and aromatic rings, see (a) Kemula, A.; Iwamoto, R. T. J. Phys. Chem. 1968, 72, 2764.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.