CAS 339-72-0
:L-Cycloserine
Description:
L-Cycloserine is an antibiotic and a structural analog of the amino acid serine, primarily known for its role in the treatment of tuberculosis. It is classified as a cyclic amino acid and is characterized by its unique bicyclic structure, which includes a hydroxyl group and an amine group. The compound exhibits a broad spectrum of antibacterial activity, particularly against Mycobacterium tuberculosis, by inhibiting cell wall synthesis. L-Cycloserine is soluble in water and exhibits a moderate pH stability, making it suitable for various pharmaceutical formulations. Its mechanism of action involves the inhibition of enzymes involved in the incorporation of D-alanine into the bacterial cell wall, ultimately leading to cell lysis. However, its use can be associated with side effects, including central nervous system toxicity, which necessitates careful monitoring during treatment. As a result, L-Cycloserine is typically reserved for cases where other treatments are ineffective or contraindicated.
Formula:C3H6N2O2
InChI:InChI=1/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/p+1/t2-/m0/s1
InChI key:InChIKey=DYDCUQKUCUHJBH-REOHCLBHSA-N
SMILES:N[C@@H]1C(=O)NOC1
Synonyms:- (4S)-3-oxoisoxazolidin-4-aminium
- (4S)-4-Amino-3-isoxazolidinone
- (4S)-4-Amino-4,5-dihydro-1,2-oxazol-3-ol
- (4S)-4-Azaniumyl-4,5-dihydro-1,2-oxazol-3-olate
- (4S)-4-amino-1,2-oxazolidin-3-one
- (S)-(-)-Cycloserine
- (S)-4-Aminoisoxazolidin-3-one
- 3-Isoxazolidinone, 4-amino-, (-)-
- 3-Isoxazolidinone, 4-amino-, (4S)-
- 3-Isoxazolidinone, 4-amino-, (S)-
- <span class="text-smallcaps">L</span>-4-Amino-3-isoxazolidinone
- <span class="text-smallcaps">L</span>-Cycloserine
- Cyclo-<span class="text-smallcaps">L</span>-serine
- Cyclo-L-serine
- L-Cycloserin
- L-cycloserine
- l-4-Amino-3-isoxazolidinone
- (S)-(-)-CYCLOSERINE, 97%
- L-4-AMINO-3-ISOXALOLIDINONE
- L-4-aminoisoxazolidin-3-one
- (s)-3-isoxazolidinon
- 3-Isoxazolidinone,4-amino-,(4S)-(9CI)
- (4S)-4-Aminoisoxazolidin-3-one
- L-4-AMINO-3-ISOOXAZOLIDINONE
- S(-)-4-AMINO-3-ISOXAZOLIDINONE
- (S)-4-Amino-3-isoxazolidone, L-4-Amino-3-isoxazolidinone, L-Cycloserine, L-cycloserine
- Levcycloserine
- (S)-4-AMINO-3-ISOXAZOLIDONE
- (l)-3-isoxazolidinon
- See more synonyms
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L-Cycloserine
CAS:L-Cycloserine regulates sphingolipide metabolism by inhibiting the key enzyme serine palmitoyltransferase. Both cycloserine enantiomers inhibit 3-ketodihydrosphingosine synthetase (EC 2.3.1.50), though the L-form is the more potent inhibitor of the enzyme. Pérez-Sala et al. studied its inhibitory activity on pyruvate metabolism.Formula:C3H6N2O2Purity:99.5%Color and Shape:White PowderMolecular weight:102.09L-Cycloserine
CAS:L-CycloserineFormula:C3H6N2O2Purity:97%Color and Shape:SolidMolecular weight:102.09L-Cycloserine
CAS:L-Cycloserine irreversibly inhibits E. coli GABA aminotransferase, raising GABA levels, an inhibitory neurotransmitter.Formula:C3H6N2O2Purity:99.92% - 99.99%Color and Shape:White SolidMolecular weight:102.09L-Cycloserine
CAS:Controlled ProductApplications L-Cycloserine is an irreversible inhibitor of 3-ketodihydrosphingosine synthetase.
Formula:C3H6N2O2Color and Shape:NeatMolecular weight:102.09(S)-4-Aminoisoxazolidin-3-one
CAS:(S)-4-Aminoisoxazolidin-3-oneFormula:C3H6N2O2Purity:95%Molecular weight:102.09(S)-4-Aminoisoxazolidin-3-one
CAS:Formula:C3H6N2O2Purity:95%Color and Shape:SolidMolecular weight:102.093
