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L-Cycloserine (Standard)

CAT: 0804-HY-B1122R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1122R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
L-Cycloserine (Standard) is the analytical standard of L-Cycloserine. This product is intended for research and analytical applications. L-Cycloserine ((S) -4-Amino-3-isoxazolidone) is an oral inhibitor of the enzyme gamma-aminobutyric acid (GABA) transaminase (GABA-t) and branched-chain transaminases in Mycobacterium tuberculosis. L-Cycloserine has anticonvulsant properties and inhibits the synthesis of neurotensin in mouse brains[1][2][3][4].
CAS Number
339-72-0
Product Name Alternative
(S) -Cycloserine (Standard) ; (S) -4-Amino-3-isoxazolidone (Standard)
UNSPSC
12352005
Target
GABA Receptor; HIV; Reference Standards
Related Pathways
Anti-infection; Membrane Transporter/Ion Channel; Neuronal Signaling; Others
Field of Research
Neurological Disease; Cancer
Smiles
O=C1NOC[C@@H]1N
Molecular Formula
C3H6N2O2
Molecular Weight
102.09
References & Citations
[1]Tathyana Mar Amorim Franco, et al. Mechanism-Based Inhibition of the Mycobacterium tuberculosis Branched-Chain Aminotransferase by d- and l-Cycloserine. ACS Chem Biol. 2017 May 19;12 (5) :1235-1244.|[2]S H Chung, et al. L-cycloserine: a potent anticonvulsant. Epilepsia. 1984 Jun;25 (3) :353-62.|[3]P Polc, et al. L-cycloserine: behavioural and biochemical effects after single and repeated administration to mice, rats and cats. Neuropharmacology. 1986 Apr;25 (4) :411-8.|[4]K S Sundaram, et al. Inhibition of cerebroside synthesis in the brains of mice treated with L-cycloserine. J Lipid Res. 1985 Apr;26 (4) :473-7.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Levcycloserine

L-cycloserine is a 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora. It has a role as an anticonvulsant, an EC 2.3.1.50 (serine C-palmitoyltransferase) inhibitor and an anti-HIV agent. It is an enantiomer of a D-cycloserine.

CAS Number339-72-0
PubChem CID449215
IUPAC Name(4S)-4-amino-1,2-oxazolidin-3-one
Molecular FormulaC3H6N2O2
Molecular Weight102.09
XLogP-1.5
Topological Polar Surface Area64.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count7
Formal Charge0
Complexity92
SMILES
C1[C@@H](C(=O)NO1)N
InChI
InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
InChIKey
DYDCUQKUCUHJBH-REOHCLBHSA-N
Chemical Structure
2D Structure
2D structure of Levcycloserine
CAS: 339-72-0
CID: 449215
Formula: C3H6N2O2
MW: 102.09
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight102.09
XLogP3-1.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass102.042927438
Monoisotopic Mass102.042927438
Topological Polar Surface Area64.4 Ų
Heavy Atom Count7
Formal Charge0
Complexity92.9
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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