Chiral analyses of peptides by ion/molecule reactions

被引：30

作者：

Grigorean, G ^{[1
]}

Cong, X ^{[1
]}

Lebrilla, CB ^{[1
]}

机构：

[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

INTERNATIONAL JOURNAL OF MASS SPECTROMETRY | 2004年 / 234卷 / 1-3期

基金：

美国国家科学基金会;

关键词：

chiral analyses; peptides; ion/molecule reactions;

D O I：

10.1016/j.ijms.2004.02.023

中图分类号：

O64 [物理化学（理论化学）、化学物理学]; O56 [分子物理学、原子物理学];

学科分类号：

070203 ; 070304 ; 081704 ; 1406 ;

摘要：

Protonated complexes comprised of guest peptides with permethylated hosts (beta-cyclodextrin and maltoheptaose) were produced in the gas phase by electrospray ionization and reacted with a gaseous amine in a Fourier transform ion cyclotron resonance mass spectrometer. An exchange reaction was observed whereby the guest peptide was replaced by the gaseous alkyl amine. The exchange reaction was enantioselective and was used to determine enantiomeric excess in mixtures of enantiomers. The nature of the recognition is probed by the selection of the peptides and the use of molecular dynamics calculations. (C) 2004 Elsevier B.V. All rights reserved.

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页码：71 / 77

页数：7

相关论文

共 56 条

[1] Chiral recognition in gas-phase cyclodextrin: Amino acid complexes - Is the three point interaction still valid in the gas phase? [J].

Ahn, S ;

Ramirez, J ;

Grigorean, G ;

Lebrilla, CB .

JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY, 2001, 12 (03) :278-287

[2] MULTIDIMENSIONAL GAS-CHROMATOGRAPHY MASS-SPECTROMETRY - A POWERFUL TOOL FOR THE DIRECT CHIRAL EVALUATION OF AROMA COMPOUNDS IN PLANT-TISSUES .2. LINALOOL IN ESSENTIAL OILS AND FRUITS [J].

BERNREUTHER, A ;

SCHREIER, P .

PHYTOCHEMICAL ANALYSIS, 1991, 2 (04) :167-170

[3] THEORETICAL CONSIDERATIONS CONCERNING THE SEPARATION OF ENANTIOMERIC SOLUTES BY LIQUID-CHROMATOGRAPHY [J].

BOEHM, RE ;

MARTIRE, DE ;

ARMSTRONG, DW .

ANALYTICAL CHEMISTRY, 1988, 60 (06) :522-528

[4] Enantioselective guest exchange in a chiral resorcin[4]arene cavity [J].

Botta, B ;

Botta, M ;

Filippi, A ;

Tafi, A ;

Delle Monache, G ;

Speranza, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (26) :7658-7659

[5] ISOMER-SELECTIVE AND ENANTIOMERSELECTIVE DETERMINATION OF DDT AND RELATED-COMPOUNDS USING CHIRAL HIGH-RESOLUTION GAS-CHROMATOGRAPHY MASS-SPECTROMETRY AND CHIRAL HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY [J].

BUSER, HR ;

MULLER, MD .

ANALYTICAL CHEMISTRY, 1995, 67 (15) :2691-2698

[6] Chiral recognition is observed in the deprotonation reaction of cytochrome c by (2R)- and (2S)-2-butylamine [J].

Camara, E ;

Green, MK ;

Penn, SG ;

Lebrilla, CB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (36) :8751-8752

[7] Coordination of alkali metals to oligosaccharides dictates fragmentation behavior in matrix assisted laser desorption ionization Fourier transform mass spectrometry [J].

Cancilla, MT ;

Penn, SG ;

Carroll, JA ;

Lebrilla, CB .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (28) :6736-6745

[8] CHIRAL HOST-GUEST RECOGNITION IN AN ION-MOLECULE REACTION [J].

CHU, IH ;

DEARDEN, DV ;

BRADSHAW, JS ;

HUSZTHY, P ;

IZATT, RM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4318-4320

[9] A SIMPLE AND RAPID METHOD FOR THE PERMETHYLATION OF CARBOHYDRATES [J].

CIUCANU, I ;

KEREK, F .

CARBOHYDRATE RESEARCH, 1984, 131 (02) :209-217

[10] CHIRAL RECOGNITION IN COMPLEXATION OF GUESTS BY DESIGNED HOST MOLECULES [J].

CRAM, DJ ;

HELGESON, RC ;

SOUSA, LR ;

TIMKO, JM ;

NEWCOMB, M ;

MOREAU, P ;

DEJONG, F ;

GOKEL, GW ;

HOFFMAN, DH ;

DOMEIER, LA ;

PEACOCK, SC ;

MADAN, K ;

KAPLAN, L .

PURE AND APPLIED CHEMISTRY, 1975, 43 (3-4) :327-349

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