L-CycloserineAn irreversible inhibitor of 3-ketodihydrosphingosine synthetase

L-Cycloserine (CAS 339-72-0)

L-Cycloserine | CAS 339-72-0 is rated 5.0 out of 5 by 1.
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Synonym: (S)-4-Amino-3-isoxazolidone
Application: An irreversible inhibitor of 3-ketodihydrosphingosine synthetase
CAS Number: 339-72-0
Purity: ≥98%
Molecular Weight: 102.09
Molecular Formula: C3H6N2O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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L-Cycloserine is an irreversible inhibitor of 3-ketodihydrosphingosine synthetase, which is the first enzyme of the sphingolipid pathway, and causes the synthesis of sphingolipids to decrease. In vitro studies demonstrated that L-cyloserine inhibits 3-ketodihydrosphingosine synthetase 100 times more than D-Cycloserine (sc-221470). Research regarding L-Cycloserine and its effect on the immune response suggest that L-Cycloserine increases the level of IL-4 producing helper T cells and suppress the adhesion molecules CD29 and CD98. L-Cycloserine also inhibits SPTLC (serine palmitoyltransferase (SPT)), and HIV-1 investigations in the CD4+ lymphoid cell line (CEM) have shown that L-Cycloserine can inhibit HIV-1 replication.


References

1. Sundaram, K.S. and Lev, M. 1984. J. Neurochem. 42: 577-581. PMID: 6693888
2. Shukla, G.S., et al. 1991. Biochim. Biophys. Acta. 1083: 101-108. PMID: 1827738
3. Mizrachi, Y., et al. 1996. J. Acquir. Immune Defic. Syndr. Hum. Retrovirol. 11: 137-141. PMID: 8556395
4. Cho, J.Y. 2007. Biol. Pharm. Bull. 30: 2105-2112. PMID: 17978484

Usage :
The compound is unstable in acidic or neutral solution, and stable for 1 week at 0-4°C when the aqueous solution is buffered to pH 10 with sodium carbonate.
Physical State :
Solid
Solubility :
Soluble in water (25 mg/ml).
pH :
5.7-6.3
Storage :
Store at -20° C
Melting Point :
146° C
Density :
~1.3 g/cm3 (Predicted)
Refractive Index :
n20D 1.48
IC50 :
Concanavalin A-stimulated cell proliferation: IC50 = 3.5 µM (mouse splenocytes)
pK Values :
pKb: 5.93
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
2
RTECS :
NY2976000
PubChem CID :
449215
Merck Index :
14: 2751
MDL Number :
MFCD00064324
EC Number :
206-427-0
Beilstein Registry :
80799
SMILES :
C1[C@@H](C(=O)NO1)N

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Certificate of Analysis

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L-Cycloserine  Product Citations

See how others have used L-Cycloserine. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 29277967  Cheng, C. et al. 2018. Cancer Med. 7: 380-396.

Citations 1 to 1 of 1 total

what is the solubility of L-Cycloserine in water??

Asked by: salam
Thank you for your question. This biochemical, L-Cycloserine is soluble in water (25 mg/ml).
Answered by: Tech Service
Date published: 2019-03-20
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Rated 5 out of 5 by from Cho (PubMed ID 17978484) found that L Cho (PubMed ID 17978484) found that L-cycloserine, a serine palmitoyltransferase inhibitor, induced IL-4-producing helper T cells, and suppressed Mitogenic responses of splenic lymphocytes induced by LPS, PHA, and Con A. -SCBT Publication Review
Date published: 2015-06-29
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