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C3909 Sigma-Aldrich

D-Cycloserine

synthetic

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

  • CAS Number 68-41-7

  • Empirical Formula (Hill Notation) C3H6N2O2

  • Molecular Weight 102.09

  •  Beilstein Registry Number 80798

  •  EC Number 200-688-4

  •  MDL number MFCD00005353

  •  PubChem Substance ID 24277962

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Properties

Related Categories A - K, Amino Acid Derivatives, Antibacterial, Antibiotics, Antibiotics A to Z,
biological source   synthetic
InChI Key   DYDCUQKUCUHJBH-UWTATZPHSA-N
form   powder
mp   147 °C (dec.) (lit.)
solubility   water: 50 mg/mL, clear, colorless to light yellow
Mode of action   cell wall synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  mycobacteria
storage temp.   −20°C
Gene Information   human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)

Description

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.

Packaging

25, 100, 250 mg in poly bottle

Application

D-cycloserine has been used to inhibit serine hydroxymethyltransferase.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

General description

Chemical structure: amino acid derivatives

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
2
RTECS 
NY2975000

Milli-Q® Water Purification Solutions
Protocols & Articles

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Peer-Reviewed Papers
15

References

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92210 Timestrip Plus 0 °C
06693 Timestrip Plus -20 °C

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