D-Cycloserine

• CAT Number: A001046
• CAS Number: 68-41-7
• Molecular Formula: C3H6N2O2
• Molecular Weight: 102.1
• Purity: ≥95%
• Storage: -20°C
• InChI: 1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
• InChIKey: DYDCUQKUCUHJBH-UWTATZPHSA-N
• SMILES: C1C(C(=O)NO1)N

Cycloserine is an analogue of the amino acid D-alanine with broad-spectrum antibiotic and glycinergic activities. Cycloserine works as an antibiotic by inhibiting cell-wall biosynthesis in bacteria. As a cyclic analogue of D-alanine, cycloserine acts against two crucial enzymes important in the cytosolic stages of peptidoglycan synthesis: alanine racemase (Alr) and D-alanine:D-alanine ligase (Ddl). The first enzyme is a pyridoxal 5/’-phosphate-dependent enzyme which converts the L-alanine to the D-alanine form. The second enzyme is involved in joining two of these D-alanine residues together by catalyzing the formation of the ATP-dependent D-alanine-D-alanine dipeptide bond between the resulting D-alanine molecules.

Reference

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