Production Method 1

81-23-2

81873-91-8

Reaction Conditions

1.1 Catalysts: Glucose dehydrogenase Solvents: Water ;  4.5 h, pH 6.5, 25 °C

Reference

Multi-enzymatic one-pot reduction of dehydrocholic acid to 12-keto-ursodeoxycholic acid with whole-cell biocatalysts

Sun, Boqiao; et al, Biotechnology and Bioengineering, 2013, 110(1), 68-77

Production Method 2

517-33-9

81873-91-8

Reaction Conditions

1.1 Reagents: NADH ,  Ethylenediaminetetraacetic acid ,  2-Mercaptoethanol Catalysts: 7β-Hydroxysteroid dehydrogenase Solvents: Water ;  48 h, pH 7, rt
1.2 Reagents: Hydrogen ion Solvents: Water ;  acidified

Reference

Xanthomonas maltophilia CBS 897.97 as a source of new 7β- and 7α-hydroxysteroid dehydrogenases and cholylglycine hydrolase: Improved biotransformations of bile acids

Pedrini, Paola; et al, Steroids, 2006, 71(3), 189-198

Production Method 3

911-40-0

81873-91-8

Reaction Conditions

1.1 Reagents: Sodium Solvents: 1-Propanol ;  3 h, reflux; reflux → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  acidified
2.1 Reagents: 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide Solvents: tert-Butanol ;  1 h, reflux

Reference

Regioselective oxidation of cholic acid and its 7β epimer by using o-iodoxybenzoic acid

Dangate, Prasad S.; et al, Steroids, 2011, 76(12), 1397-1399

Production Method 4

81-23-2

81873-91-8

Reaction Conditions

1.1 Reagents: Sodium formate Catalysts: NADP ,  NAD ,  3α-Hydroxysteroid dehydrogenase ,  7β-Hydroxysteroid dehydrogenase (NADP) Solvents: Water ;  12 h, 24 °C

Reference

One-step synthesis of 12-ketoursodeoxycholic acid from dehydrocholic acid using a multienzymatic system

Liu, Luo; et al, Applied Microbiology and Biotechnology, 2013, 97(2), 633-639

Production Method 5

2955-27-3

81873-91-8

Reaction Conditions

1.1 Reagents: 1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide Solvents: tert-Butanol ;  1 h, reflux

Reference

Regioselective oxidation of cholic acid and its 7β epimer by using o-iodoxybenzoic acid

Dangate, Prasad S.; et al, Steroids, 2011, 76(12), 1397-1399

Production Method 6

517-33-9

81873-91-8

Reaction Conditions

1.1 Catalysts: 7β-Hydroxysteroid dehydrogenase (NADP)

Reference

Large-scale enzymatic synthesis of 12-ketoursodeoxycholic acid from dehydrocholic acid by simultaneous combination of 3α-hydroxysteroid dehydrogenase from Pseudomonas testosteroni and 7β-hydroxysteroid dehydrogenase from Collinsella aerofaciens

Bakonyi, Daniel; et al, Zeitschrift fuer Naturforschung, 2012, 67(10), 1037-1044

Production Method 7

128-13-2

81873-91-8

Reaction Conditions

1.1 Reagents: Oxaloacetic acid Catalysts: NADP ,  Malate dehydrogenase (NAD) ,  12α-Hydroxysteroid dehydrogenase Solvents: Methanol ,  Water ;  4 h, pH 8, 25 °C
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 3

Reference

Clean Enzymatic Oxidation of 12α-Hydroxysteroids to 12-Oxo-Derivatives Catalyzed by Hydroxysteroid Dehydrogenase

Tonin, Fabio; et al, Advanced Synthesis & Catalysis, 2019, 361(11), 2448-2455

Production Method 8

102649-81-0

81873-91-8

Reaction Conditions

1.1 Catalysts: 3α-Hydroxysteroid dehydrogenase

Reference

Large-scale enzymatic synthesis of 12-ketoursodeoxycholic acid from dehydrocholic acid by simultaneous combination of 3α-hydroxysteroid dehydrogenase from Pseudomonas testosteroni and 7β-hydroxysteroid dehydrogenase from Collinsella aerofaciens

Bakonyi, Daniel; et al, Zeitschrift fuer Naturforschung, 2012, 67(10), 1037-1044

Production Method 9

81-25-4

81873-91-8

Reaction Conditions

1.1 Reagents: Sodium pyruvate ,  Sodium azide Catalysts: NAD ,  7α-Hydroxysteroid dehydrogenase ,  12α-Hydroxysteroid dehydrogenase Solvents: Water ;  15 h, pH 8, 28 °C
1.2 Reagents: Glucose ,  Sodium azide Catalysts: NADP ,  7β-Hydroxysteroid dehydrogenase (NADP) Solvents: Water ;  15 h, 28 °C

Reference

One-pot multienzymatic synthesis of 12-ketoursodeoxycholic acid: subtle cofactor specificities rule the reaction equilibria of five biocatalysts working in a row

Monti, Daniela; et al, Advanced Synthesis & Catalysis, 2009, 351(9), 1303-1311

12-Ketoursodeoxycholic Acid Raw materials

• Ursodeoxycholic acid
• Ursocholic Acid
• 3-Hydroxy-7,12-diketocholanoic Acid
• 7-keto-Deoxycholic acid
• Dehydrocholic acid
• Cholan-24-oic acid, 7-hydroxy-3,12-dioxo-, (5β,7β)-
• Cholic acid

12-Ketoursodeoxycholic Acid Preparation Products

• 12-Ketoursodeoxycholic Acid (81873-91-8)

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• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Hydroxy bile acids, alcohols and derivatives
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Steroids and steroid derivatives Bile acids, alcohols and derivatives Hydroxy bile acids, alcohols and derivatives

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