N-Acetyl decarboxylated S-adenosylmethionine, a new metabolite of decarboxylated S-adenosylmethionine: isolation and characterization.
Treatment with ornithine decarboxylase inhibitors leads to a marked increase of decarboxylated S-adenosylmethionine (dc-SAM) in various tissues, accompanied by the concomitant formation of a metabolite of dc-SAM. This metabolite has been isolated from rat prostate samples by a combination of chromatographic procedures. The use of IH-NMR and of fast atom bombardment mass spectometry and the synthesis of an authentic sample allowed the unambiguous characterization of this unknown compound as the N-acetyl derivative of dc-SAM. A reverse-phase high performance liquid chromatography procedure was developed for the separation of dc-SAM and its N-acetyl derivative into their diastereomers resulting from the chiral sulfonium group.
D000107:Acetylation; D000480:Alkynes; D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003959:Diamines / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D013058:Mass Spectrometry; D065108:Ornithine Decarboxylase Inhibitors; D011467:Prostate / Q000378:metabolism; D051381:Rats; D012436:S-Adenosylmethionine / Q000031:analogs & derivatives* / Q000378:metabolism
D000480:Alkynes; D003959:Diamines; D065108:Ornithine Decarboxylase Inhibitors; C012702:S-adenosyl-3-methylthiopropylamine; D012436:S-Adenosylmethionine; C039613:6-heptyne-2,5-diamine