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Characteristic fragmentation of bacteriohopanepolyols during atmospheric pressure chemical ionisation liquid chromatography/ion trap mass spectrometry
Author(s) -
Talbot Helen M.,
Summons Roger,
Jahnke Linda,
Farrimond Paul
Publication year - 2003
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/rcm.1265
Subject(s) - chemistry , fragmentation (computing) , atmospheric pressure chemical ionization , mass spectrometry , chromatography , mass spectrum , protonation , analytical chemistry (journal) , ion , chemical ionization , ion trap , atmospheric pressure , ionization , organic chemistry , oceanography , computer science , geology , operating system
Bacteriohopanepolyols (BHPs) fragment via characteristic pathways during atmospheric pressure chemical ionisation liquid chromatography/ion trap mass spectrometry (APCI‐LC/MS n ). Comparison of the MS 2 spectra of bacteriohopane‐32,33,34,35‐tetrol (BHT) and 2 β ‐methylbacteriohopane‐32,33,34,35‐tetrol has confirmed the previously proposed ring‐C cleavage occurring between C‐9 and 11 and C‐8 and 14. This fragmentation, diagnostic of all hopanoids, also occurs in BHPs containing an amino group (‐NH 2 ) at C‐35 although the higher relative stability of the ion limits this fragmentation to a minor process after protonation of the basic nitrogen function. Studies of a number of cell cultures including a prochlorophyte ( Prochlorothrix hollandica ) and a cyanobacterium ( Chlorogloeopsis LA) demonstrate the power of this technique to detect composite BHPs with a complex biological functionality at C‐35. We also report the first observation of intact pentafunctionalised bacteriohopanepolyols using this method. Copyright © 2003 John Wiley & Sons, Ltd.