Dipeptide-induced chirality organization
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- 作者：Toshiyuki Moriuchi (1)
Toshikazu Hirao (1) - 关键词：Peptide ; Amino acid ; Ferrocene ; Pyridine ; Urea ; Hydrogen bond ; Chirality organization ; Self ; assembly ; Bioorganometallic chemistry
- 刊名：Journal of Inclusion Phenomena and Macrocyclic Chemistry
- 出版年：2012
- 出版时间：4 - December 2012
- 年：2012
- 卷：74
- 期：1
- 页码：23-40
- 全文大小：2179KB
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Toshikazu Hirao (1)
1. Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamada-oka, Suita, Osaka, 565-0871, Japan - ISSN：1573-1111
文摘
This review describes an outline of dipeptide-induced chirality organization by using molecular scaffolds. A variety of ferrocene-dipeptide conjugates as bioorganometallics are designed to induce chirality-organized structures of peptides. The ferrocene serves as a reliable organometallic scaffold with a central reverse-turn unit for the construction of protein secondary structures via intramolecular hydrogen bondings, wherein the attached dipeptide strands are constrained within the appropriate dimensions. Another interesting feature of ferrocene-dipeptide conjugates is their strong tendency to self-assemble through contribution of available hydrogen bonding sites for helical architectures in solid states. Symmetrical introduction of two dipeptide chains into a urea molecular scaffold is performed to induce the formation of the chiral hydrogen-bonded duplex, wherein each hydrogen-bonded duplex is connected by continuous intermolecular hydrogen bonds to form a double helix-like arrangement.