30020
D-Cycloserine
Synonym(s):
R-4-Amino-3-isoxazolidinone, (R)-4-Amino-3-isoxazolidone, 4-Amino-3-isoxazolidinone
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About This Item
Empirical Formula (Hill Notation):
C3H6N2O2
CAS Number:
Molecular Weight:
102.09
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
200-688-4
Beilstein/REAXYS Number:
80798
MDL number:
InChI key
DYDCUQKUCUHJBH-UWTATZPHSA-N
InChI
1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
SMILES string
N[C@@H]1CONC1=O
biological source
synthetic
form
powder
potency
≥900 μg per mg
color
white to off-white
mp
147 °C (dec.) (lit.)
antibiotic activity spectrum
Gram-negative bacteria
Gram-positive bacteria
mycobacteria
mode of action
cell wall synthesis | interferes
storage temp.
−20°C
Quality Level
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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.
Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria.
Mode of Resistance: D-Ala transport interference.
Partial agonist at the glycine modulatory site of NMDA glutamatergic receptors; antibiotic against Gram-negative bacteria.
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. Mode of Resistance: D-Ala transport interference.
General description
Chemical structure: amino acid derivatives
Other Notes
Keep container tightly closed in a dry and well-ventilated place. Store under inert gas. Air sensitive. Keep in a dry place.
Packaging
1g, 5g, 25g
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Mary M Torregrossa et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(31), 10526-10533 (2010-08-06)
Extinction therapy has been proposed as a method to reduce the motivational impact of drug-associated cues to prevent relapse. Cue extinction therapy, however, takes place in a novel context (e.g., treatment facility), and is unlikely to be effective due to
Rami Yaka et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 21(9), 2033-2041 (2007-03-14)
Traumatic brain injury triggers a massive glutamate efflux, activation of NMDA receptor channels, and cell death. Recently, we reported that NMDA receptors in mice are down-regulated from hours to days following closed head injury (CHI), and treatment with NMDA improved
Simon P Byrne et al.
Depression and anxiety, 32(6), 408-414 (2015-03-17)
For exposure therapy to be successful, it is essential that fear extinction learning extends beyond the treatment setting. D-cycloserine (DCS) may facilitate treatment gains by increasing generalization of extinction learning, however, its effects have not been tested in children. We
Michael L Sulkowski et al.
Current psychiatry reviews, 10(4), 317-324 (2014-11-11)
Variants of exposure therapy are effective for treating obsessive-compulsive and related disorders (OCRDs). However, significant numbers of patients do not respond adequately to exposure therapy resulting in continued distress and functional impairment. Therefore, novel approaches to augmenting exposure therapy are
Marta Portero-Tresserra et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 24(11), 1798-1807 (2014-12-03)
Previous research has demonstrated that systemic D-cycloserine (DCS), a partial agonist of the N-methyl-D-aspartate receptor (NMDAR), enhances memory processes in different learning paradigms and attenuates mnemonic deficits produced by diverse pharmacological manipulations. In the present study two experiments were conducted
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