Synthesis of hyocholic acid and its derivatization with sodium periodate to distinguish it from cholic acid by mass spectrometry.
Bile acids
Hyocholic Acid
Mass Spectrometry
Ox Bile
Oxidation
Synthesis
Journal
Steroids
ISSN: 1878-5867
Titre abrégé: Steroids
Pays: United States
ID NLM: 0404536
Informations de publication
Date de publication:
09 2023
09 2023
Historique:
received:
07
04
2023
revised:
15
06
2023
accepted:
16
06
2023
medline:
27
7
2023
pubmed:
20
6
2023
entrez:
19
6
2023
Statut:
ppublish
Résumé
Low concentrations of hyocholic acid in human serum has been linked to diabetes. Due to its important role in human health, we were interested in synthesizing hyocholic acid to explore potential biochemical properties of this bile acid. Here, a synthesis of hyocholic acid is reported from chenodeoxycholic acid. The key step was a Rubottom oxidation of a silyl enol ether intermediate to directly incorporate the oxygen at C6. Furthermore, the synthesized hyocholic acid product was treated with NaIO
Identifiants
pubmed: 37336340
pii: S0039-128X(23)00088-0
doi: 10.1016/j.steroids.2023.109260
pii:
doi:
Substances chimiques
Cholic Acid
G1JO7801AE
muricholic acid
39016-49-4
metaperiodate
B45A1BUM4Q
Cholic Acids
0
Bile Acids and Salts
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
109260Informations de copyright
Copyright © 2023 Elsevier Inc. All rights reserved.
Déclaration de conflit d'intérêts
Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.