The fragmentation mechanism of five-membered lactones by electrospray ionisation tandem mass spectrometry

被引：56

作者：

Crotti, AEM

Fonseca, T

Hong, H

Staunton, J

Galembeck, SE

Lopes, NP

Gates, PJ

机构：

[1] Univ Sao Paulo, Fac Filosofia Ciencias & Letras Ribeirao Preto, Dept Quim, BR-14040901 Ribeirao Preto, SP, Brazil

[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

[3] Univ Sao Paulo, Fac Ciencias Farmaceut, BR-14040903 Ribeirao Preto, SP, Brazil

来源：

INTERNATIONAL JOURNAL OF MASS SPECTROMETRY | 2004年 / 232卷 / 03期

关键词：

lactones; electrospray mass spectrometry; fragmentation mechanism; carbocation stability;

D O I：

10.1016/j.ijms.2004.02.009

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：

A series of five-membered lactones (both saturated and unsaturated) and a lactam were analysed by electrospray ionisation tandem (EST-MS/MS) and sequential mass spectrometry (ESI-MSn). It was observed that the main fragment ions were derived from neutral losses of CO and/or H2O (NH3 for the lactam). The fragmentation pathways followed are rationalised in terms of the resulting carbocation stability and the energy of the possible fragment ions, calculated by the CBS-Q composite method. (C) 2004 Elsevier B.V. All rights reserved.

引用

页码：271 / 276

页数：6

共 14 条

[11]

PETERSSON GA, 1988, J CHEM PHYS, V89, P2193, DOI [10.1063/1.455064, 10.1063/1.460448]

[12] A COMPLETE BASIS SET MODEL CHEMISTRY .2. OPEN-SHELL SYSTEMS AND THE TOTAL ENERGIES OF THE 1ST-ROW ATOMS [J].

PETERSSON, GA ;

ALLAHAM, MA .

JOURNAL OF CHEMICAL PHYSICS, 1991, 94 (09) :6081-6090

[13] Volatile flavor compounds of sweetened condensed milk [J].

Shimoda, M ;

Yoshimura, Y ;

Yoshimura, T ;

Noda, K ;

Osajima, Y .

JOURNAL OF FOOD SCIENCE, 2001, 66 (06) :804-807

[14] Polyketide biosynthesis: a millennium review [J].

Staunton, J ;

Weissman, KJ .

NATURAL PRODUCT REPORTS, 2001, 18 (04) :380-416

← 1 2 →