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

L-Cycloserine

CAS: 339-72-0

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: C₃H₆N₂O₂

Purity: 99.5%

Color and Shape: White Powder

Molecular weight: 102.09

Ref: 01-4006516

L-Cycloserine

CAS: 339-72-0

Formula: C₃H₆N₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 102.0919

Ref: IN-DA00353A

L-Cycloserine

CAS: 339-72-0

L-Cycloserine irreversibly inhibits E. coli GABA aminotransferase, raising GABA levels, an inhibitory neurotransmitter.

Formula: C₃H₆N₂O₂

Purity: 99.45% - 99.92%

Color and Shape: Crystals White Powder

Molecular weight: 102.09

Ref: TM-T0710

L-Cycloserine

CAS: 339-72-0

L-Cycloserine

Purity: 97%

Molecular weight: 102.09g/mol

Ref: 54-OR1013650

L-Cycloserine

CAS: 339-72-0

Formula: C₃H₆N₂O₂

Molecular weight: 102.09

Ref: 4Z-C-11307

L-Cycloserine

CAS: 339-72-0

L-Cycloserine

Purity: ≥95%

Molecular weight: 102.09g/mol

Ref: 54-BUP15599

L-Cycloserine

Controlled Product

CAS: 339-72-0

Applications L-Cycloserine is an irreversible inhibitor of 3-ketodihydrosphingosine synthetase.

Formula: C₃H₆N₂O₂

Color and Shape: Neat

Molecular weight: 102.09

Ref: TR-C988818

(S)-4-Aminoisoxazolidin-3-one

CAS: 339-72-0

Formula: C₃H₆N₂O₂

Purity: 95%

Color and Shape: Solid, White powder

Molecular weight: 102.093

Ref: 10-F223133

L-Cycloserine

CAS: 339-72-0

Formula: C₃H₆N₂O₂

Molecular weight: 102.09

Ref: ST-EA-CP-C86007