Bile acid transformations by Alcaligenes recti
IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata
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| Title |
Bile acid transformations by Alcaligenes recti
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| Creator |
Mjumder, Ipsita
Mahato, Shashi B |
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| Subject |
Chemistry
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| Description |
Metabolism of cholic acid, chenodeoxycholic acid, ursodeoxycholic acid, and deoxycholic acid by the
grown cells of the bacterium Alcaligenes recti suspended in water was studied. Each isolated metabolite was characterized by the application of various spectroscopic methods. Cholic acid, chenodeoxycholic acid, ursodeoxycholic acid, and deoxycholic acid yielded methylated derivatives 3t~-methoxy-7t~, 12t~-dihydroxy-5 [3-cholanoic acid, 3 t~-methoxy-7t~-hydroxy-5 fl-cholanoic acid, 3 a-methoxy- 7 [3-hydroxy-5 flcholanoic acid, and 3a-methoxy-12a-hydroxy-5 fl-cholanoic acid, respectively. In addition, cholic acid furnished 7ct, 12a-dihydroxy-3-oxochol-4-en-24-oic acid; chenodeoxycholic acid gave 7c~-hydroxy-3-oxo-5[3-cholanoic acid and 7a-hydroxy-3-oxochol-4-en-24-oic acid while ursodeoxycholic acid yielded 7[3-hydroxy-3-oxochol-4-en-24-oic acid and 3-oxochola-4,6-dien-24-oic acid. The formation of various metabolites showed that two competitive enzymic reactions, i.e., selective methylation of the 3a-hydroxy
group and dehydrogenation in the A/B rings, were operative. The methylation process was found to be enzymic involving an S-adenosyl-L-methionine (AdoMet)-dependent methyl transferase, and this reaction appeared to be inhibitory to the process of degradation of the ring system. In the other reaction sequence, degradation of the ring system was initiated by dehydrogenation of the 3ct-hydroxy group.
A 7[3-dehydratase activity producing the A 6 double bond was also noticeable in the metabolism of
ursodeoxycholic acid.
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| Publisher |
Elsevier
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| Date |
1993
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://www.eprints.iicb.res.in/2321/1/STEROIDS__V._58_(_2_)_79%2D86;1993[58].pdf
Mjumder, Ipsita and Mahato, Shashi B (1993) Bile acid transformations by Alcaligenes recti. Steroids, 58 (2). pp. 79-86. |
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| Relation |
http://www.eprints.iicb.res.in/2321/
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