Thermo Scientific Chemicals D-Cycloserine, 98%

Description

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

Specifications

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: 25 g
• Merck Index: 15,2749
• Specific Rotation Condition: +111.00 (20.00°C C=5,2N NaOH)
• 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+%

Safety and Handling

Product Identifier

• D-Cycloserine

RUO – Research Use Only