Alkynyl β-sheet peptidomimetics retain their anti-parallel sheet conformation when coordinated to tungsten

被引：3

作者：

Curran, Timothy P. ^{[1
]}

Boynton, Adam N. ^{[1
]}

Berk, Shawna M. ^{[1
]}

Pedro, Elena-Marie C. ^{[1
]}

机构：

[1] Trinity Coll, Dept Chem, Hartford, CT 06106 USA

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2015年 / 782卷

基金：

美国国家科学基金会;

关键词：

Tungsten; Alkynes; Peptide; beta-Sheet; Bioorganometallic; PEPTIDE; FERROCENE; CRYSTAL; ACID; CHIRALITY; PROLINE; DESIGN; METAL;

D O I：

10.1016/j.jorganchem.2014.08.004

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Peptide derivatives (8 and 9) of 2-amino-2'-carboxydiphenylacetylene (1) were prepared using the Sonogashira reaction and standard peptide chemistry. As reported earlier by Kemp and Li (Ref. [1]), 8 and 9 adopt anti-parallel beta-sheet conformations in solution. Reaction of 8 and 9 with W(CO)(3)(dmtc)(2) produced the tungsten mono-alkyne complexes 10 and 11 as a mixture of two inseparable diastereomers (10a and 10b, and 11a and 11b) resulting from two different spatial arrangements of the dmtc ligands. The respective mixtures of the two diastereomers were characterized by ES-MS and H-1 NMR spectroscopy. The solution conformations of the diastereomers were probed using NOESY and DMSO titration experiments. The data from these experiments show that the peptide portions of 10 and 11 maintain their anti-parallel beta-sheet conformations following coordination to tungsten. (C) 2014 Elsevier B. V. All rights reserved.

引用

页码：31 / 36

页数：6