74431-52-0

Usage

Uses

Used in Pharmaceutical Synthesis:
D -(-)-S-Acetyl-Beta-Mercapto-Isobutyric Acid is utilized as an intermediate in the synthesis of peptides and pharmaceuticals, leveraging its unique structural features to contribute to the development of novel therapeutic agents.
Used in Antioxidant Research:
In the field of antioxidant research, D -(-)-S-Acetyl-Beta-Mercapto-Isobutyric Acid is employed as a subject of study for its potential to protect cells from oxidative stress, providing insights into the mechanisms of antioxidant action and cell protection.
Used in Stereochemistry and Drug Development:
Capitalizing on its chiral center, D -(-)-S-Acetyl-Beta-Mercapto-Isobutyric Acid is applied in stereochemistry to explore the effects of molecular configuration on biological activity, which is crucial for the development of enantiomerically pure drugs with targeted effects.
Used in Oxidative Stress Research:
D -(-)-S-Acetyl-Beta-Mercapto-Isobutyric Acid is used in research related to oxidative damage, helping to understand the role of antioxidants in mitigating the harmful effects of reactive oxygen species and potentially leading to the creation of new antioxidants or therapies to combat oxidative stress-related conditions.

InChI:InChI=1/C6H10O3S/c1-4(6(8)9)3-10-5(2)7/h4H,3H2,1-2H3,(H,8,9)/t4-/m0/s1

Upstream product

• 79-41-4 poly(methacrylic acid) 
• 507-09-5 tiolacetic acid 
• 909027-82-3 S-(3-amino-2-methyl-3-oxopropyl)ethanethioate 
• 108-24-7 acetic anhydride 
• 74407-71-9 (2R)-3-mercapto-2-methylpropanoic acid 
• 26473-47-2 2-methyl-3-sulfanylpropanoic acid 

Downstream Products

• 65167-28-4 (2S)-1-((2R)-3-(acetylthio)-2-methylpropanoyl)pyrrolidine-2-carboxylic acid 
• 69570-39-4 (S)-(-)-3-acetylthio-2-methylpropionyl chloride 
• 74345-73-6 (2R,S)-3-Acetylthio-2-methylpropanoyl chloride 

Relevant academic research and scientific papers

Steroselective hydrolysis of DL-beta-acetylthioisobutyramide catalyzed by genetically engineered E. coli immobilized on Celite 580 in a packed bed bioreactor

Pseudomonas putida IFO12996 catalyzes the stereoselective hydrolysis of methyl DL-β-acetylthioisobutyramide (DL-ATIA) to form D-β- acetylthioisobutyric acid (DAT), a key intermediate for synthesis of a series of angiotensin converting enzyme inhibitors. The esterase gene of Pseudomonas putida IFO12996 was cloned and expressed in Escherichia coli which was further immobilized and retained on a packed bed bioreactor filled with Celite 580. The packed bed bioreactor was used to conduct the stereoselective hydrolysis of DL-ATIA and to give DAT with a yield of 34.5%, enantiometric excess value of 97% and enantioselectivity value > 150. The optimal pH and temperature for the reaction were 9.0 and 57 °C ～ 67 °C, respectively. The kinetic constants (Km and Vmax) of immobilized cells were found to be 372.5 mM and 285.7 μmol min-1 (g cell)-1, respectively. The immobilized cells retained over 60% of the initial catalytic activity after 5 batch cycles of production. This paper presents a simple, practical and economical process of immobilization of genetically engineered E. coli on a novel packed bed bioreactor for production of DAT.

Structural basis of metallo-β-lactamase inhibition by captopril stereoisomers

β-Lactams are the most successful antibacterials, but their effectiveness is threatened by resistance, most importantly by production of serine- and metallo-β-lactamases (MBLs). MBLs are of increasing concern because they catalyze the hydrolysis of almost all β-lactam antibiotics, including recent-generation carbapenems. Clinically useful serine-β-lactamase inhibitors have been developed, but such inhibitors are not available for MBLs. L-Captopril, which is used to treat hypertension via angiotensin-converting enzyme inhibition, has been reported to inhibit MBLs by chelating the active site zinc ions via its thiol(ate). We report systematic studies on B1 MBL inhibition by all four captopril stereoisomers. High-resolution crystal structures of three MBLs (IMP-1, BcII, and VIM-2) in complex with either the L- or D-captopril stereoisomer reveal correlations between the binding mode and inhibition potency. The results will be useful in the design of MBL inhibitors with the breadth of selectivity required for clinical application against carbapenem-resistant Enterobacteriaceae and other organisms causing MBL-mediated resistant infections.

Organocatalytic enantioselective transient enolate protonation in conjugate addition of thioacetic acid to a-substituted n-acryloyloxazolidinones

Organocatalytic conjugate addition of thioacetic acid to a series of a-substituted N-acryloyloxazolidin-2- ones followed by enantioselective protonation has been studied in the presence of thiourea catalysts derived from cinchona alkaloids. Conjugate addition/protonation adducts have been obtained up to 97% ee and high yields. The methodology could serve as an easy and practical route to the syntheses of useful biologically active molecules.

Thiazaspirane derivatives, process for their preparation, and medicaments

Novel thiazaspirane derivatives of the general formula STR1 including salts thereof with physiologically acceptable acids and bases, processes for their preparation and medicaments containing them.