Capillary gas chromatography with chemical ionization negative ion mass spectrometry in the identification of odorous steroids formed in metabolic studies of the sulphates of androsterone, DHA and 5alpha-androst-16-en-3beta-ol with human axillary bacterial isolates

The Journal of Steroid Biochemistry and Molecular Biology
D B GowerJ P Calame

Abstract

The products of metabolism of the sulphates (0.5 micromol/l) of androsterone, dehydroepiandrosterone (DHA) and 5alpha-androst-16-en-3beta-ol have been investigated after incubation with 72 h cultures of human axillary bacterial isolates for 3 days at 37 degrees C. The medium used, tryptone soya broth (TSB), contained yeast extract and Tween 80. The isolates used were Coryneform F1 (known previously to metabolize testosterone and to be involved in under-arm odour (UAO) production, i.e. UAO +ve), Coryneform F46 (inactive in both the testosterone metabolism and UAO tests, i.e. UAO -ve) and Staphylococcus hominis/epidermidis (IIR3). Control incubations of TSB alone, TSB plus each of the steroid sulphates and TSB plus each of the bacterial isolates were also set up. After termination of reactions and addition of internal standards, 5alpha-androstan-3beta-ol and 5alpha-androstan-3-one (50 ng each), extracted and purified metabolites were subjected to combined gas chromatography-mass spectrometry with specific ion monitoring. Steroidal ketones were derivatized as their O-pentafluorobenzyl oximes; steroidal alcohols (only androst-16-enols in this study) were derivatized as their tert-butyldimethylsilyl ethers. Analysis was achieved by ...Continue Reading

References

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Citations

Jun 24, 2003·Mass Spectrometry Reviews·William J Griffiths
Dec 31, 2003·The Journal of Steroid Biochemistry and Molecular Biology·Richard A DecréauJohn M Behan
Mar 2, 2010·Chemical & Pharmaceutical Bulletin·Yohei IshidaMasanori Kuroyanagi
Jul 31, 2009·PloS One·Lilianne R Mujica-ParodiJochen Weber
May 22, 2008·International Journal of Cosmetic Science·S MikoshibaM Ohdera
Aug 28, 2009·The Journal of Investigative Dermatology·Annette MartinAndreas Natsch
Mar 16, 2011·International Journal of Cosmetic Science·M Kanlayavattanakul, N Lourith
Dec 29, 2006·Chemistry & Biodiversity·Christian StarkenmannAnthony J Clark
Dec 12, 2013·Chemistry & Biodiversity·Christian StarkenmannMyriam Troccaz
Nov 5, 2020·Microorganisms·Florence Van HerreweghenChris Callewaert

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