✦ LIBER ✦

Negative Ion Electrospray Mass Spectrometry of Polyphenols, Catecholamines and their Oxidation Products

✍ Scribed by Kerwin, James L.

Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 802 KB
Volume: 31
Category: Article
ISSN: 1076-5174
DOI: 10.1002/(sici)1096-9888(199612)31:12<1429::aid-jms443>3.0.co;2-i

No coin nor oath required. For personal study only.

✦ Synopsis

Polypbenols, catecholamines and their oxidation products have a variety of physiological effects and are key components of insect cuticle and other biological structures. Three dihydroxybenzene isomers were easily differentiated using negative ion electrospray mass spectrometry (ESMS) or tandem mass spectrometry (MS/MS). Ions at m/z 107-109 were diagnostic for more complex polyphenols and catecholamines witb a dihydroxybenzene moiety. The product ion spectra of other compounds including 3,4dihydroxyphenyhcetic acid, 3,4diiydroxypbenyhlanine (DOPA) and N-acetyldopamine (NADA) bad product ions at m/z 121-123 correspondhg to metbylene homologues of &oxygenated benzene. Oxidation of DOPA using tyrosiosse, Ag,O or NaIO, could be followed using ESMS and several proposed intermediates proceeding from DOPA through a quinone methide intermediate, 5,6 dibydroxyindole and dibydroxyindole quinone were confirmed using negative ion ESMS/MS. Spectra of the NaIO, oxidation products of 1,2,3-tribydroxybenzeoe (pyrogaUol) were consistent with tetrahydroxybenzene, two noncyclic tetraoxygenated derivatives and a bicyclic polymerization product, purpurogallin. ESMS can be used to analyze complex polypheaolic conjugates commonly encountered in biological specimens

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