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30020 Sigma-Aldrich

D-Cycloserine

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/REAXYS Number 80798

  •  EC Number 200-688-4

  •  MDL number MFCD00005353

  •  PubChem Substance ID 57648401

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Properties

Related Categories A - K, Amino Acid Derivatives, Antibacterial, Antibiotics, Antibiotics A to Z,
biological source   synthetic
description   Specific rotation 110-114 deg
InChI Key   DYDCUQKUCUHJBH-UWTATZPHSA-N
assay   ≥98.0% (On Dried Basis)
form   powder
optical activity   [α]25/D 110 to 120° in H2O (C = 1 g/100mL)
color   white to off-white
mp   147 °C (dec.) (lit.)
Mode of action   cell wall synthesis | interferes
antibiotic activity spectrum   Gram-negative bacteria
  Gram-positive bacteria
  mycobacteria
storage temp.   −20°C

Description

General description

Chemical structure: amino acid derivatives

Application

D-Cycloserine acts as inhibitor of various enzymes.

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. Mode of Resistance: D-Ala transport interference.

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

1g, 5g, 25g

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Air sensitive. Keep in a dry place.

Safety & Documentation

Safety Information

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

Documents

Certificate of Analysis

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Certificate of Origin

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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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