Linear-polarized IR-spectroscopic and structural elucidation of glycyl-L-phenylalanyl-glycine hydrochloride monohydrate

被引：0

作者：

Koleva, Bojidarka B. ^{[1
]}

机构：

[1] Univ Sofia, Fac Chem, Dept Analyt Chem, Sofia 1164, Bulgaria

来源：

PROTEIN AND PEPTIDE LETTERS | 2008年 / 15卷 / 03期

关键词：

tripeptide; H-Gly-Phe-Gly-OH; salt; solid-state linear polarized IR-spectroscopy; quantum chemical calculations; H-1- and C-13 NMR; HPLC MS/MS;

D O I：

10.2174/092986608783744162

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

As a part of our spectroscopic and structural elucidation of small peptides, their salts and metal complexes, the polarized IR-spectroscopic and structural elucidation of the protonated form of glycyl-L-phenylalanyl-glycine as hydrochloride monohydrate (H-Gly-Phe-Gly-OHxHClxH(2)O) is reported. The obtained structure of the protonated tripeptide is supported by quantum chemical ab initio calculations at UHF level of theory and 6-31++G**, showing only one stable conformer with two intermolecular NH3 center dot center dot center dot+OH2 and (C=O)OH center dot center dot center dot OH2 hydrogen bonds. The N-terminus amide O=C-N-H amide fragment is flat trans-configured with a dihedral angle value of 179.0(7)degrees, while the corresponding group at C-terminus is with transoide-configurated and value of the dihedral angle of 151.1(3)degrees, respectively. In addition data of H-1- and C-13 magnetic resonance spectroscopy (NMR), thermogravimetry (TGA), differential scanning calorimetry (DSC) and high performed liquid chromatography (HPLC) with tandem mass spectrometry (HPLC-MS/MS) as presented.

引用

页码：309 / 313

页数：5

共 7 条

[1] Solid-state linear-polarized IR-spectroscopic characterization of L-methionine
Koleva, Bojidarka B.
VIBRATIONAL SPECTROSCOPY, 2007, 44 (01) : 30 - 35
[2] Structural and spectroscopic elucidation of tetrapetide glycyl-L-prolyl-glycyl-glycine and its hydrogensquarate
Kolev, Tsonko M.
PROTEIN AND PEPTIDE LETTERS, 2008, 15 (07): : 713 - 718
[3] Synthesis, spectroscopic analysis and structure deduction of gold(III), palladium(II) and platinum(II) complexes with the tripeptide glycyl-l-phenylalanyl-glycine
Bojidarka B. Koleva
Tsonko Kolev
Marc Lamshöft
Michael Spiteller
Transition Metal Chemistry, 2008, 33 : 911 - 919
[4] Synthesis, spectroscopic analysis and structure deduction of gold(III), palladium(II) and platinum(II) complexes with the tripeptide glycyl-L-phenylalanyl-glycine
Koleva, Bojidarka B.
Kolev, Tsonko
Lamshoeft, Marc
Spiteller, Michael
TRANSITION METAL CHEMISTRY, 2008, 33 (07) : 911 - 919
[5] Solid-State Spectroscopic and Structural Elucidation of L-Phenylalanyl-L-alanine Dihydrate and Its Hydrochloride
Zareva, S.
Kolev, T.
Tchapkanov, A.
Spiteller, M.
Koleva, B.
POLISH JOURNAL OF CHEMISTRY, 2009, 83 (03) : 421 - 430
[6] Structural and IR-Spectroscopic Elucidation of Dipeptide L-Threonyl- L-Methionine in Solid State
Chapkanov, A. G.
Zareva, S. Y.
PROTEIN AND PEPTIDE LETTERS, 2009, 16 (11): : 1277 - 1280
[7] Stereo-structural prediction and IR-characteristic band assignment of amorphous protonated forms of homodipeptides L-Phe-L-Phe, L-Trp-L-Trp, L-Tyr-L-Tyr and the neutral -L-Trp-L-Trp.: Ab initio approximation and solid-state linear-polarized IR-spectroscopy
Ivanova, B. B.
Arnaudov, M. G.
PROTEIN AND PEPTIDE LETTERS, 2006, 13 (09): : 887 - 894

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