The transformation of desoxycholic acid by the culture Mycobacterium mucosum 1210

Deoxycholic acid degradation by a Pseudomonas sp. Acidic intermediates with A-ring unsaturation

“…For those microorganisms using this second pathway, the compounds isolated suggest that the double bond in the 1,2-position is inserted before 9a-hydroxylation occurs. In the alternative pathway elucidated by Hayakawa (1973), this order does not appear to be obligatory, as both 1,4-dien-3-one compounds (Hayakawa, 1973) and a 9a-hydroxy-4-en-3-one compound (Severina et al, 1969b) have been isolated.…”

“…Further information on this pathway was obtained by Severina and co-workers, who examined the fermentation of cholic acid (la) (Severina et al, 1968(Severina et al, , 1969a and deoxycholic acid (lb) (Severina et al, 1969b) by Mycobacterium mucosum 1210. In this pathway, the main attack is on the bile acid nucleus, with sequential rupture and degradation of the B, A, C and then D rings, as evidenced by the isolation of such compounds as (2) (Hayakawa et al, 1967), (3) and (4) (Hayakawa & Fujiwara, 1977).…”

Deoxycholic acid degradation by a Pseudomonas species. Acidic intermediates from the initial part of the catabolic pathway

“…This pathway was largely elucidated by Hayakawa and co-workers [see review by Hayakawa (1973)] during studies of the fermentation of cholic acid (Ia) by a number of Streptomyces and Corynebacterium species. Information on this pathway was also obtained by Severina and co-workers, who examined the fermentation of cholic acid (Ia) (Severina et al, 1968(Severina et al, , 1969a and deoxycholic acid (Ib) (Severina et al, 1969b) by Mycobacterium mucosum 1210. These results suggest that, although the five micro-organisms examined each have their own individual variations of the catabolic pathway, a generalized statement for the fate of the A-and B-rings of cholic acid can be formulated as follows: cholic acid (Ta) -+7ahydroxy-3-one--7a-hydroxy-4-en-3-one --4,6-dien-3-one -* 4-en-3-one -+ [9a-hydroxy-4-en-3-one]-4 [3,4-dihydroxy-9,10-seco-1,3,5(10)trien-9-oneI -.…”