Structure of isolated tyrosyl-glycyl-glycine tripeptide. A comparative conformational study with peptides containing an aromatic ring

被引：2

作者：

Barrera Guisasola, Exequiel E. ^{[1
]}

Masman, Marcelo F. ^{[1
]}

Enriz, Ricardo D. ^{[1
]}

Rodriguez, Ana M. ^{[1
]}

机构：

[1] Natl Univ San Luis, Fac Chem Biochem & Pharm, Dept Chem, San Luis, Argentina

来源：

CENTRAL EUROPEAN JOURNAL OF CHEMISTRY | 2010年 / 8卷 / 03期

关键词：

Ab initio calculations; EDMC calculations; YGG; gas-phase chemistry; DRIVEN MONTE-CARLO; EMPIRICAL SOLVATION MODELS; MULTIPLE-MINIMA PROBLEM; AB-INITIO; GAS-PHASE; N-METHYLAMIDE; SIDE-CHAINS; DENSITY; POLYPEPTIDES; EXPLORATION;

D O I：

10.2478/s11532-010-0015-1

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The potential energy surface (PES) of tyrosyl-glycyl-glycine (YGG) tripeptide in solution was explored using EDMC (Electrostatically Driven Monte Carlo) and in the gas-phase by means of ab initio quantum chemical calculations. The theoretical computational analysis revealed that this tripeptide possesses a significant molecular flexibility. A C-7 backbone conformation was the most energetically preferred for the central Gly residue, using both methodologies. Some new stable conformers that have not been previously reported were identified in the gas phase as well. This study points out the interplay of backbone and side-chain contributions in determining the relative stabilities of energy minima. In addition, the peptide backbone of YGG was compared with other small peptides containing aromatic side-chains (Phe-Gly-Gly and Trp-Gly-Gly). The comparison with experimental X-ray results was also satisfactory.

引用

页码：566 / 575

页数：10