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C6880

D-Cycloserine

Sinonimo/i:

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

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1 g
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CHF 85.00
5 g
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CHF 284.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C3H6N2O2
Numero CAS:
Peso molecolare:
102.09
UNSPSC Code:
12352209
NACRES:
NA.32
PubChem Substance ID:
EC Number:
200-688-4
Beilstein/REAXYS Number:
80798
MDL number:

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form

powder

Quality Segment

mp

147 °C (dec.) (lit.)

antibiotic activity spectrum

Gram-negative bacteria, mycobacteria

mode of action

cell wall synthesis | interferes

storage temp.

−20°C

SMILES string

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

InChI key

DYDCUQKUCUHJBH-UWTATZPHSA-N

General description

Chemical structure: amino acid derivatives

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

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.
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.

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Questo articolo
30020C39091158005
D-Cycloserine

Sigma-Aldrich

C6880

D-Cycloserine

D-Cycloserine

Sigma-Aldrich

30020

D-Cycloserine

D-Cycloserine synthetic

Sigma-Aldrich

C3909

D-Cycloserine

Cycloserine United States Pharmacopeia (USP) Reference Standard

USP

1158005

Cycloserine

description

-

description

-

description

synthetic

description

United States Pharmacopeia (USP) Reference Standard

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

cell wall synthesis | interferes

mode of action

-

antibiotic activity spectrum

mycobacteria, Gram-negative bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, mycobacteria, Gram-positive bacteria

antibiotic activity spectrum

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

-

form

powder

form

powder

form

powder

form

-

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRIN3A(116443), GRIN3B(116444), GRINA(2907)
mouse ... GRIN1(14810), GRIN2A(14811), GRIN2B(14812), GRIN2C(14813), GRIN2D(14814), GRIN3A(242443), GRIN3B(170483), GRINA(66168)
rat ... GRIN1(24408), GRIN2A(24409), GRIN2B(24410), GRIN2C(24411), GRIN2D(24412), GRIN3A(191573), GRIN3B(170796), GRINA(266668)

Gene Information

-

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)

Gene Information

-


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Classe di stoccaggio

11 - Combustible Solids

Che succede?

WGK 2

Punto di infiammabilità (°F)

Not applicable

Punto di infiammabilità (°C)

Not applicable

DPI (dispositivi di protezione individuale)

Eyeshields, Gloves, type N95 (US)



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

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