82079-32-1 Usage
Description
THIOLACTOMYCIN is a natural product inhibitor of β-Ketoacyl-AcpM Synthase A (KasA), an enzyme involved in the synthesis of mycolic acid, a major cell wall component of Mycobacterium tuberculosis. It also acts as an inhibitor of D-Aspartate oxidase (DDO), a key enzyme in the biosynthesis of D-aspartate, an important molecule in various biological processes.
Uses
Used in Pharmaceutical Industry:
THIOLACTOMYCIN is used as an antitubercular agent for its ability to inhibit the synthesis of mycolic acid, which is crucial for the survival and virulence of Mycobacterium tuberculosis. This makes it a potential candidate for the development of new drugs to combat tuberculosis.
Used in Neurodegenerative Disease Research:
As an inhibitor of D-Aspartate oxidase (DDO), THIOLACTOMYCIN is used in research to study the role of D-aspartate in neurodegenerative diseases such as Alzheimer's and Huntington's disease. By inhibiting DDO, researchers can investigate the effects of altered D-aspartate levels on the progression of these diseases.
Used in Metabolic Research:
THIOLACTOMYCIN is also used in metabolic research to study the role of D-aspartate in various biological processes, including energy metabolism, neurotransmission, and cellular signaling. By inhibiting DDO, researchers can gain insights into the mechanisms by which D-aspartate influences these processes and potentially identify new therapeutic targets for metabolic disorders.
Check Digit Verification of cas no
The CAS Registry Mumber 82079-32-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,2,0,7 and 9 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 82079-32:
(7*8)+(6*2)+(5*0)+(4*7)+(3*9)+(2*3)+(1*2)=131
131 % 10 = 1
So 82079-32-1 is a valid CAS Registry Number.
InChI:InChI=1/C11H14O2S/c1-5-7(2)6-11(4)9(12)8(3)10(13)14-11/h5-6,13H,1H2,2-4H3/b7-6+/t11-/m1/s1
82079-32-1Relevant articles and documents
Variable synthesis of the optically active thiotetronic acid antibiotics thiolactomycin, thiotetromycin, and 834-B1
Dormann, Korinna L.,Brueckner, Reinhard
, p. 1160 - 1163 (2007)
(Chemical Equation Presented) In seven steps: The antibiotic (+)-thiolactomycin was synthesized in seven steps and with 16% overall yield from 4-acetoxy-2-methyl-2-buten-1-al, an intermediate of the industrial synthesis of vitamin A. Key transformations were the catalytic asymmetric Sharpless epoxidation of an ethoxycarbonyl-substituted pentadienol (93% ee) and a regio- and stereoselective thiolysis of the resulting epoxide (see scheme).
Lipase-catalyzed kinetic resolution of thiotetronic acid derivatives bearing a chiral quaternary carbon: total synthesis of (R)-thiolactomycin and its O-analogue
Toyama, Ken-ichi,Tauchi, Tetsuo,Mase, Nobuyuki,Yoda, Hidemi,Takabe, Kunihiko
, p. 7163 - 7166 (2006)
We have developed a chemoenzymatic synthesis of (R)-thiolactomycin (1) having a chiral quaternary carbon atom at C5. In the kinetic resolution of the thiotetronic acid precursor 4, both enantiomers were obtained with high enantiomeric excess by use of Chirazyme L-2. Chemical transformations of the (R)-alcohol 4 provided the chiral (R)-thiolactomycin (1) in 36% yield in five steps.
Efficient synthesis of enantiomeric pairs of thiolactomycin and its 3-demethyl derivative
Ohata, Kohei,Terashima, Shiro
, p. 2787 - 2791 (2007/10/03)
Starting with commercially available tiglic aldehyde, the title synthesis was achieved by employing deconjugative asymmetric α-sulfenylation of the chiral 3-(α,β,γ,δ-unsaturated acyl)-2-oxazolidinone with a methanethiosulfonate as a key step.