Unprecedented Microbial Conversion of Biliverdin into Bilirubin-10-sulfonate.

Scientific Reports
Ryan G ShielsAndrew C Bulmer

Abstract

Biliverdin (BV) possesses antioxidant and anti-inflammatory properties, with previous reports identifying protection against oxidant and inflammatory injury in animal models. Recent reports indicate that intra-duodenal administration of BV results in the formation of an uncharacterised metabolite, which is potently absorbed into the blood and excreted into the bile. This compound may be responsible for protection against inflammatory responses. This study aimed to identify novel, enterally-derived BV metabolites and determine the source of their metabolic transformation. Rat duodena and bacterial cultures of Citrobacter youngae were treated with BV and subsequently analysed via high performance liquid chromatography/high resolution tandem mass spectrometry to identify and characterise metabolites of BV. A highly abundant metabolite was detected in duodenal wash and bacterial culture supernatants with a 663.215 m/z (3 ppm mass accuracy) and a composition of C33N4O9H36S, which conformed to the predicted structure of bilirubin-10-sulfonate (BRS) and possessed a λmax of 440 nm. Bilirubin-10-sulfonate was then synthesized for comparative LCMS/MS analysis and matched with that of the biologically formed BV metabolite. This report con...Continue Reading

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Citations

Nov 22, 2019·Platelets·Evan Noel PennellAndrew Cameron Bulmer
Dec 29, 2020·European Journal of Pharmaceutical Sciences : Official Journal of the European Federation for Pharmaceutical Sciences·Ryan G ShielsAndrew C Bulmer
Mar 26, 2021·Frontiers in Pharmacology·Josif VidimceAndrew Cameron Bulmer
Oct 23, 2020·Chemical Reviews·Christopher P HopperBinghe Wang

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Methods Mentioned

BETA
NMR

Software Mentioned

Agilent MassHunter

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