An inhibitor of sphingolipid synthesis and aminotransferases
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L-Cycloserine

Item No. 17780

Technical Information
Formal Name
4S-amino-3-isoxazolidinone
CAS Number
339-72-0
Synonyms
  • (-)-Cycloserine
  • (S)-Cycloserine
  • L-4-amino 3-Isoxazolidinone
  • Levcycloserine
Molecular Formula
C3H6N2O2
Formula Weight
Purity
≥95%
A crystalline solid
DMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
228 nm
SMILES
O=C1[C@@H](N)CON1
InChi Code
InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
InChi Key
DYDCUQKUCUHJBH-REOHCLBHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    L-Cycloserine is a potent inhibitor of serine palmitoyl transferase (SPT), the first enzyme in the sphingolipid synthesis pathway.1 It inhibits bacterial SPT activity by 80% at a concentration of 25 µM, which is 100 times more potent than D-cycloserine (Item No. 22194). L-Cycloserine inhibits SPT activity up to 86% in a dose-dependent manner in microsomes prepared from mouse brain following administration of doses ranging from 25-200 mg/kg. It also inhibits SPT in rabbit aorta and several aminotransferases in vitro and in vivo in rat.2,3 L-Cycloserine inhibits the growth of M. tuberculosis through branched chain aminotransferase inactivation, and it does so more rapidly and potently than D-cycloserine (MICs = 0.3 and 2.3 µg/ml, respectively).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sundaram, K.S., and Lev, M. Inhibition of sphingolipid synthesis by cycloserine in vitro and in vivo. J. Neurochem. 42(2), 577-581 (1984).

    2. Williams, R.D., Sgoutas, D.S., Zaatari, G.S., et alInhibition of serine palmitoyltransferase activity in rabbit aorta by L-cycloserine. J. Lipid Res. 28(12), 1478-1481 (1987).

    3. Wong, D.T., Fuller, R.W., and Molloy, B.B. Inhibition of amino acid transaminases by L-cycloserine. Adv. Enzyme Regul. 11, 139-154 (1973).

    4. Amorim Franco, T.M., Favrot, L., Vergnolle, O., et alMechanism-based inhibition of the Mycobacterium tuberculosis branched-chain aminotransferase by D- and I-cycloserine. ACS Chem Biol. 12(5), 1235-1244 (2017).