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Structural investigation of cyclic peptidolipids from Bacillus subtilis by high‐energy tandem mass spectrometry
Author(s) -
Hue Nathalie,
Serani Laurent,
Laprévote Olivier
Publication year - 2001
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/1097-0231(20010215)15:3<203::aid-rcm212>3.0.co;2-6
Subject(s) - chemistry , protonation , tandem mass spectrometry , mass spectrometry , molecule , collision induced dissociation , dissociation (chemistry) , alkyl , ion , stereochemistry , organic chemistry , chromatography
The natural products belonging to the surfactin family are cycloheptapeptides bearing a long β‐hydroxy‐fatty acyl chain at the N‐terminal position. The structure of these compounds, often isolated as complex mixtures, can be elucidated by high‐energy tandem mass spectrometry (MS/MS). The protonated molecules generated by cesium ion bombardment (LSIMS) undergo charge‐proximate fragmentations leading to the b‐ and y‐type ion series useful for the sequence determination. The sodium‐cationised molecules show a radically different behaviour towards high‐energy collisional activation. Besides the well‐known charge‐remote dissociation products of the alkyl side chain, complete series of d‐ and w‐type fragments allow easy distinction between leucine and isoleucine. The complementary MS/MS data obtained from the protonated and cationised molecules prove to be of great interest for the structural characterisation of this type of compounds. Copyright © 2001 John Wiley & Sons, Ltd.