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Volumn 43, Issue 4, 2004, Pages 1211-1213

Chiral Recognition of Amino Acids and Dipeptides by a Water-Soluble Zinc Porphyrin

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; CARBOXYLIC ACID DERIVATIVE; DIPEPTIDE; PORPHYRIN; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG; ZINC PORPHYRIN;

EID: 1242272174     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic0302837     Document Type: Article
Times cited : (76)

References (25)
  • 4
    • 0001351196 scopus 로고    scopus 로고
    • Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: San Diego, CA
    • (d) Ogoshi, H.; Mizutani, T.; Hayashi, T.; Kuroda, Y. In The Porphyrin Handbook; Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: San Diego, CA, 2000; Vol. 6, pp 279-340.
    • (2000) The Porphyrin Handbook , vol.6 , pp. 279-340
    • Ogoshi, H.1    Mizutani, T.2    Hayashi, T.3    Kuroda, Y.4
  • 16
    • 1242267526 scopus 로고    scopus 로고
    • note
    • 2O. For the method used to evaluate K values, see ref 3.
  • 17
    • 1242290206 scopus 로고    scopus 로고
    • note
    • (a) For example, a large hydrophobic substituent on amino carboxylates such as Trp, Phe, and Gly-Trp enhances the binding in terms of hydrophobic interaction with the porphyrin plane; see refs 2c and 6b.
  • 19
    • 1242267524 scopus 로고    scopus 로고
    • note
    • The steric interaction could be caused by putting up a phenyl group that could interact with the porphyrin plane in a stacked conformation before the amine binding. This may be correlated to an observation that the CD spectral intensities of both ZnP enantiomers become weak upon binding of L-Leu, L-Trp, D-Trp, and Gly-L-Trp.
  • 22
    • 1242312543 scopus 로고    scopus 로고
    • note
    • The thermodynamic parameters were estimated from the temperature dependence of K between 15 and 40 °C.
  • 23
    • 0034630938 scopus 로고    scopus 로고
    • A similar result has recently been reported for chiral recognition by β-cyclodextrin; see: Rekharsky, M.; Inoue, Y. J. Am. Chem. Soc. 2000, 122, 4418.
    • (2000) J. Am. Chem. Soc. , vol.122 , pp. 4418
    • Rekharsky, M.1    Inoue, Y.2
  • 24


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.