L-Cycloserine

Chemical properties

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The Uses of L-Cycloserine

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

The Uses of L-Cycloserine

antibacterial, coccidiostat

What are the applications of Application

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

Definition

ChEBI: A 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora.

Biochem/physiol Actions

L-cycloserine is a potent inhibitor of serine palmitoyltransferase, the first step of sphingolipid synthesis.

Purification Methods

Purify cycloserine by recrystallisation from aqueous EtOH or MeOH or aqueous NH3/EtOH or isoPrOH. Also recrystallise it from aqueous ammoniacal solution at pH 10.5 (100mg/mL) by diluting with 5 volumes of isopropanol and then adjusting to pH 6 with acetic acid. An aqueous solution, buffered to pH 10 with Na2CO3, can be stored in a refrigerator for 1week without decomposition. UV: max at 226nm (A1cm 1% 4.02). The tartrate salt has m 165-166o (dec), 166-168o (dec), and [] D 24 -41o (c 0.7, H2O). [Stammer et al. J Am Chem Soc 79 3236 1959, UV: Kuehl J Am Chem Soc 77 2344 1955, Beilstein 27 III/IV 5549.]