Thermo Scientific Chemicals D-Cycloserine, 98%

D-Cycloserine, CAS # 68-41-7, is a cyclic amino acid analog of D-alanine, originally isolated from Streptomyces species. It is synthetically formulated and exhibits antibiotic properties through its inhibition of bacterial cell wall synthesis.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General description

• D-Cycloserine was originally isolated from Streptomyces orchidaceus and is currently formulated as an oral antibiotic
• It is incompatible with strong oxidizing agents but stable under basic conditions, with the greatest stability at pH = 11.5
• D-Cycloserine inhibits L-alanine racemase and D-alanine:D-alanine ligase, 2 enzymes responsible for bacterial cell wall synthesis
• When ingested, D-Cycloserine traverses the blood-brain barrier, potentially causing neurological side effects such as, dizziness, nausea, depression, tremors, etc.

Applications

• D-Cycloserine is a broad-spectrum antibiotic used as a second line agent for treatment of drug-resistant tuberculosis, always in combination with other antituberculosis agents
• It is an excitatory amino acid and partial agonist of the NMDA receptor in the central nervous system (CNS), thus playing a potential role in the amelioration of neuropathic pain
• D-Cycloserine has also been shown to play a role in neural connectivity, and is therefore used to study treatment applications in anxiety disorders and schizophrenia

Chemical Identifiers

CAS

68-41-7

Molecular Formula

C₃H₆N₂O₂

Molecular Weight (g/mol)

102.09

MDL Number

MFCD00005353

InChI Key

DYDCUQKUCUHJBH-UWTATZPHSA-N

Synonym

d-cycloserine, cycloserine, seromycin, orientomycin, oxamycin, cyclorin, cyclo-d-serine, cicloserina, farmiserina, miroseryn

PubChem CID

6234

ChEBI

CHEBI:40009

IUPAC Name

(4R)-4-amino-1,2-oxazolidin-3-one

SMILES

C1C(C(=O)NO1)N

Absorbance

Condensation products 0.8 max. (c=0.04, 0.1N NaOH) at 285nm

Melting Point

147.0°C

Color

White to Yellow

pH

5.5 to 6.5 (10% soln.)

Ignition Residue

0.5% max. ()

Loss on Drying

1% max. (60°C, 3 hrs) (vacuum)

Infrared Spectrum

Authentic

Assay Percent Range

98%

Packaging

Glass bottle

Quantity

5 g

Merck Index

15,2749

Specific Rotation

+ 111.00

Solubility Information

Solubility in water: soluble. Other solubilities: slightly soluble in methanol and propylene glycol

Formula Weight

102.09

Percent Purity

98%

Physical Form

Crystalline Powder or Crystals

Chemical Name or Material

D-Cycloserine, 98+%

EINECSNumber

200-688-4

RTECSNumber

NY2975000

SDS

EINECSNumber

200-688-4

RTECSNumber

NY2975000

SDS

RUO – Research Use Only