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A Ferrocene-Tryptophan Conjugate: The Role of the Indolic Nitrogen in Supramolecular Assembly.
ChemPlusChem ( IF 3.0 ) Pub Date : 2017-10-01 , DOI: 10.1002/cplu.201700407
Natashya Falcone 1, 2 , Shibaji Basak 2 , Bin Dong 3 , Jebriel Syed 2 , Annaleizle Ferranco 2, 4 , Alan Lough 4 , Zhe She 2 , Heinz-Bernhard Kraatz 1, 2, 4
Affiliation  

Bio-organometallic ferrocene-containing amino acids and peptides have been reported to form gels and are interesting to study due to their structural properties and applications for biological purposes. In this study, a ferrocene-dicarboxylic acid derivative of the dipeptide tryptophan-tryptophan was investigated. The indolic nitrogen in the amino acid tryptophan is important for biological functions due to its role in hydrogen bonding. Here, intermolecular interactions with the indolic nitrogen allow this conjugate to self-assemble into a fibrous supramolecular structure that forms a stable gel. Rheological analysis demonstrates the self-healing nature of this gel. Interestingly, X-ray analysis of this ferrocene-peptide conjugate reveals close contacts involving tryptophan, in particular the indole NH group in interactions with an adjacent neighboring molecule.

中文翻译:

二茂铁-色氨酸缀合物:吲哚氮在超分子组装中的作用。

已经报道了含有生物有机金属二茂铁的氨基酸和肽形成凝胶,并且由于它们的结构特性和用于生物学目的的应用而引起了人们的兴趣。在这项研究中,对二肽色氨酸-色氨酸的二茂铁-二羧酸衍生物进行了研究。氨基酸色氨酸中的吲哚氮因其在氢键中的作用而对生物学功能很重要。在此,与吲哚氮的分子间相互作用使得该缀合物能够自组装成纤维状的超分子结构,从而形成稳定的凝胶。流变学分析证明了这种凝胶的自我修复性质。有趣的是,对这种二茂铁-肽共轭物进行X射线分析后发现,色氨酸,
更新日期:2017-10-03
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