67733-54-4

Usage

Chemical Properties

White Solid

Uses

6α-Hydroxy bile acid analog. A receptor-specific activator of nuclear liver X receptor alpha.

Upstream product

• 2868-48-6 methyl hyodeoxycholate 
• 83-49-8 Hyodeoxycholic Acid 
• 186581-53-3 diazomethane 
• 1181-65-3 3α,6α-dihydroxy-5β-cholanic acid 3,6-diacetate, methyl ester 

Downstream Products

• 3022-90-0 6α-(toluene-sulfonyl-(4)-oxy)-3-oxo-5β-cholanoic acid-(24)-methyl ester 
• 3360-89-2 3α-oxo-6α-hydroxy-5β-cholan-24-oic acid methyl ester 
• 108955-68-6 3,3-ethanediyldioxy-24,24-diphenyl-6α-(toluene-4-sulfonyloxy)-5β-chola-20(22)ξ,23-diene 
• 108628-51-9 6α-acetoxy-3,3-ethanediyldioxy-24,24-diphenyl-5β-chol-23-ene 
• 108516-80-9 3,3-ethanediyldioxy-24,24-diphenyl-5β-chola-20(22)ξ,23-dien-6α-ol 
• 108630-52-0 3,3-ethanediyldioxy-24,24-diphenyl-5β-chol-23-en-6α-ol 

Relevant academic research and scientific papers

3-carbonyl-6alpha-hydroxyl-5beta-cholanic acid synthesis method

The invention discloses a 3-carbonyl-6alpha-hydroxyl-5beta-cholanic acid synthesis method. The hyodeoxycholic acid (HDCA) is used to have an oxidizing reaction with an oxidizing agent, a 3-hydroxyl ishighly selectively oxidized to synthesize a target product, the synthesis process is simple in flow and is easy to control, the source of the raw material is wide, the raw material is easy to get, and the 3-carbonyl-6alpha-hydroxyl-5beta-cholanic acid can be produced on a large scale.

Biotransformations of Bile Acids with Bacteria from Cayambe Slaughterhouse (Ecuador): Synthesis of Bendigoles

The biotransformations of cholic acid (1a), deoxycholic acid (1b), and hyodeoxycholic acid (1c) to bendigoles and other metabolites with bacteria isolated from the rural slaughterhouse of Cayambe (Pichincha Province, Ecuador) were reported. The more active strains were characterized, and belong to the genera Pseudomonas and Rhodococcus. Various biotransformation products were obtained depending on bacteria and substrates. Cholic acid (1a) afforded the 3-oxo and 3-oxo-4-ene derivatives 2a and 3a (45% and 45%, resp.) with P.?mendocina ECS10, 3,12-dioxo-4-ene derivative 4a (60%) with Rh.?erythropolis ECS25, and 9,10-secosteroid 6 (15%) with Rh.?erythropolis ECS12. Bendigole F (5a) was obtained in 20% with P.?fragi ECS22. Deoxycholic acid (1b) gave 3-oxo derivative 2b with P.?prosekii ECS1 and Rh.?erythropolis ECS25 (20% and 61%, resp.), while 3-oxo-4-ene derivative 3b was obtained with P.?prosekii ECS1 and P.?mendocina ECS10 (22% and 95%, resp.). Moreover, P.?fragi ECS9 afforded bendigole A (8b; 80%). Finally, P.?mendocina ECS10 biotransformed hyodeoxycholic acid (1c) to 3-oxo derivative 2c (50%) and Rh.?erythropolis ECS12 to 6α-hydroxy-3-oxo-23,24-dinor-5β-cholan-22-oic acid (9c, 66%). Bendigole G (5c; 13%) with P.?prosekii ECS1 and bendigole H?(8c) with P.?prosekii ECS1 and Rh.?erythropolis ECS12 (20% and 16%, resp.) were obtained.

Regiospecific oxidoreductions catalyzed by a new Pseudomonas paucimobilis hydroxysteroid dehydrogenase

The preparative-scale regio- and stereo-specific oxidation of hydroxy groups and reduction of keto functions at C(3) of several C21 bile acids, catalyzed by a new 3α-hydroxysteroid dehydrogenase (3α-HSDH) is reported. The crude enzyme, isolated from the cells of Pseudomonas paucimobilis, revealed the presence of a further enzymatic fraction containing a secondary alcohol dehydrogenase (SADH), that has been used to recycle the cofactor.