C1159
L-Cycloserine
≥95% (TLC), ketosphinganine synthetase inhibitor, powder
Synonym(s):
(S)-4-Amino-3-isoxazolidone
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About This Item
Empirical Formula (Hill Notation):
C3H6N2O2
CAS Number:
Molecular Weight:
102.09
NACRES:
NA.77
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352202
EC Number:
206-427-0
MDL number:
Beilstein/REAXYS Number:
80799
Product Name
L-Cycloserine,
InChI key
DYDCUQKUCUHJBH-REOHCLBHSA-N
InChI
1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
SMILES string
N[C@H]1CONC1=O
assay
≥95% (TLC)
form
powder
mp
146 °C
solubility
H2O: 50 mg/mg protein
storage temp.
−20°C
Quality Level
Related Categories
Biochem/physiol Actions
Blocks sphingosine biosynthesis by inhibition of ketosphinganine synthetase. Cytotoxicity toward neuroblastoma and medulloblastoma cells mediated by suppression of ganglioside synthesis.
L-cycloserine is a potent inhibitor of serine palmitoyltransferase, the first step of sphingolipid synthesis.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Elisa Caiola et al.
Cells, 9(8) (2020-07-29)
Non-small-cell lung cancer (NSCLC) cell lines vary in their sensitivity to glutaminase inhibitors, so it is important to identify the metabolic assets underling their efficacy in cancer cells. Even though specific genetic lesions such as in KRAS and LKB1 have
J Cinatl et al.
Anticancer research, 19(6B), 5349-5354 (2000-03-04)
Human neuroblastoma and medulloblastoma express abnormal ganglioside patterns especially GD2 and GM2 which are important for tumour growth. We tested the effects of L-cycloserine (L-CS), a potent inhibitor of synthesis of glycosphingolipids, on the growth, viability and expression of GD2
David M Pereira et al.
Marine drugs, 12(1), 54-68 (2013-12-26)
We describe the effect of a chemically characterized lipophilic extract obtained from Marthasterias glacialis L. against human breast cancer (MCF-7) and human neuroblastoma (SH-SY5Y) cell lines. Evaluation of DNA synthesis revealed that both cell lines were markedly affected in a
Domenico Sergi et al.
Nutritional neuroscience, 23(4), 321-334 (2018-07-24)
A high-fat diet induces hypothalamic inflammation in rodents which, in turn, contributes to the development of obesity by eliciting both insulin and leptin resistance. However, the mechanism by which long-chain saturated fatty acids trigger inflammation is still contentious. To elucidate
Geraldine Rath et al.
The international journal of biochemistry & cell biology, 41(5), 1165-1172 (2008-11-26)
Doxorubicin and camptothecin are two cytotoxic chemotherapeutic agents triggering apoptosis in various cancer cells, including thyroid carcinoma cells. Recent studies revealed a critical role of ceramide in chemotherapy and suggested that anti-cancer drugs may kill tumor cells through sphingomyelinase activation.
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