A calix[4]arene ureidopeptide dimer self-assembled through two superposed hydrogen bond arrays

被引：62

作者：

Rincón, AM ^{[1
]}

Prados, P ^{[1
]}

de Mendoza, J ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Dept Quim Organ, E-28049 Madrid, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2001年 / 123卷 / 15期

关键词：

D O I：

10.1021/ja0036054

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Dimerization of calix[4]arene ureidopeptides is demonstrated for the first time. Two calix[4]arenes tetrasubstituted in the upper rim with -NHCONH(L)LeuNHC(8)H(17) (I) and -NHCONH(L)Leu(D)Leu-OMe (2) were prepared and studied by NMR, circular dicroism, and gel permeation chromatography. Compound 2 self-assembles through urea-urea hydrogen bonds, as well as by an additional set of hydrogen bonds provided by the peptide side chains, with participation of the ester carbonyls. The absence of such group in 1 causes the monomer structure to be favored in this case.

引用

页码：3493 / 3498

页数：6

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