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Merck
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Key Documents

30020

Sigma-Aldrich

D-Cycloserine

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C3H6N2O2
Numéro CAS:
Poids moléculaire :
102.09
Numéro Beilstein :
80798
Numéro CE :
Numéro MDL:
Code UNSPSC :
51102829
ID de substance PubChem :
Nomenclature NACRES :
NA.85

Source biologique

synthetic

Niveau de qualité

Forme

powder

Puissance

≥900 μg per mg

Couleur

white to off-white

Pf

147 °C (dec.) (lit.)

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode d’action

cell wall synthesis | interferes

Température de stockage

−20°C

Chaîne SMILES 

N[C@@H]1CONC1=O

InChI

1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1

Clé InChI

DYDCUQKUCUHJBH-UWTATZPHSA-N

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Description générale

Chemical structure: amino acid derivatives

Application

D-Cycloserine acts as inhibitor of various enzymes.

Actions biochimiques/physiologiques

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.

Conditionnement

1g, 5g, 25g

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
M.K. Jain
Handbook of Enzyme Inhibitors, 112-112 (1982)
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
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
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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