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Characteristic fragmentation of bacteriohopanepolyols during atmospheric pressure chemical ionisation liquid chromatography/ion trap mass spectrometry

Lookup NU author(s): Dr Helen Talbot, Dr Paul Farrimond

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Abstract

Bacteriohopanepolyols (BHPs) fragment via characteristic pathways during atmospheric pressure chemical ionisation liquid chromatography/ion trap mass spectrometry (APCI-LC/MSn). Comparison of the MS2 spectra of bacteriohopane-32,33,34,35-tetrol (BHT) and 2β -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 (-NH2) 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.


Publication metadata

Author(s): Talbot HM, Summons R, Jahnke L, Farrimond P

Publication type: Article

Publication status: Published

Journal: Rapid Communications in Mass Spectrometry

Year: 2003

Volume: 17

Issue: 24

Pages: 2788-2796

ISSN (print): 0951-4198

ISSN (electronic): 1097-0231

Publisher: John Wiley & Sons Ltd.

URL: http://dx.doi.org/10.1002/rcm.1265

DOI: 10.1002/rcm.1265

PubMed id: 14673828


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