D-Cycloserine

SIGMA/C6880

Synonym: (R)-4-Amino-3-isoxazolidone; 4-Amino-3-isoxazolidinone

CAS Number: 68-41-7
Empirical Formula (Hill Notation): C₃H₆N₂O₂
Molecular Weight: 102.09
EC Number: 200-688-4
MDL Number: MFCD00005353
Linear Formula: C₃H₆N₂O₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C6880-1G	1 g	$94.40 1/EA	Add To Favorites
45-C6880-5G	5 g	$315.00 1/EA	Add To Favorites

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This image depicts SKU: C6880-1G

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-negative bacteria
	mycobacteria
form	powder
InChI	1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
InChI key	DYDCUQKUCUHJBH-UWTATZPHSA-N
mode of action	cell wall synthesis \| interferes
mp	147 °C (dec.) (lit.)
Quality Level	200
SMILES string	N[C@@H]1CONC1=O
storage temp.	−20°C

Application:	D-Cycloserine (DCS) has been used: • to study its effect on partner preference in Prairie Voles • to study its effect on grooming behaviour of rats • to determine its minimum inhibitory concentration (MIC) on 48 multidrug resistant tuberculosis (MDR-TB) isolates using the broth microdilution method • to study its effect on mouse model of autism, using behavioural assays
Biochem/physiol Actions:	D-cycloserine (DCS) was initially known as a tuberculostatic agent. It acts as a glutamatergic partial N-methyl-D-aspartate (NMDA) agonist. It binds at the glycine-binding site of the NMDA receptor and enable the opening of the NMDA channel. DCS has a an ability to improve various forms of learning and memory hence, this drug might be effective for improving social memory and cognition. DCS can be used as a potential therapeutic for psychiatric disorders such as phobias, social anxiety, obsessive-compulsive disorder, and posttraumatic stress disorder.
Biochem/physiol Actions:	Mode of Action: Inhibits cell wall biosynthesis (D-Ala peptide bond formation). Also prevents conversion of D-Ala to L-Ala. Bacteriostatic. Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria. Mode of Resistance: D-Ala transport interference.
General description:	Chemical structure: amino acid derivatives
Packaging:	1, 5 g in poly bottle

RIDADR	NONH for all modes of transport
WGK Germany	WGK 2
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

mp	147 °C (dec.) (lit.)
Storage Temp.	−20°C
UNSPSC	12352209

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