Evidence of Diketopiperazine and Oxazolone Structures for HA b2+ Ion

被引：91

作者：

Perkins, Brittany R. ^{[1
]}

Chamot-Rooke, Julia ^{[2
]}

Yoon, Sung Hwan ^{[1
]}

Gucinski, Ashley C. ^{[1
]}

Somogyi, Arpad ^{[1
]}

Wysocki, Vicki H. ^{[1
]}

机构：

[1] Univ Arizona, Dept Chem & Biochem, Tucson, AZ 85721 USA

[2] Ecole Polytech, CNRS, Lab Mecanismes Reactionnels, Dept Chem, F-91128 Palaiseau, France

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 48期

关键词：

COLLISION-INDUCED DISSOCIATION; ELECTRON-CAPTURE DISSOCIATION; MAIN FRAGMENTATION PATHWAYS; INFRARED-SPECTROSCOPY; PROTONATED PEPTIDES; MASS-SPECTROMETRY; AMIDE BOND; AB-INITIO; MECHANISMS; PRODUCTS;

D O I：

10.1021/ja9054542

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Graph Presented) Peptide fragmentation can lead to an oxazolone or diketopiperazine b2+ ion structure. IRMPD spectroscopy combined with computational modeling and gas-phase H/D exchange was used to study the structure of the b2+ ion from protonated HAAAA. The experimental spectrum of the b2+ ion matches both the experimental spectrum for the protonated cyclic dipeptide HA (a commercial diketopiperazine) and the theoretical spectrum for a diketopiperazine protonated at the imidazole pi nitrogen. A characteristic band at 1875 cm-1 and increased abundance of the peaks at 1619 and 1683 cm-1 indicate a second population corresponding to an oxazolone species. H/D exchange also shows a mixture of two populations consistent with a mixture of b2 + ion diketopiperazine and oxazolone structures. © 2009 American Chemical Society.

引用

页码：17528 / 17529

页数：2

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