Specifications
- Purity
- ≥98% (TLC)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- water
Available from stock
D-Cycloserine
- SKU
- D0356
Category: Antibiotics
- Synonyms
- (R)-4-Amino-3-isoxazolidone , D-4-amino-3-isoxazolidone , D-Oxamycin , Seromycin , K300, NJ-21 , (+)-Cycloserine , α-Cycloserine , (R)-Cycloserine , NSC 76029 , NSC 154851
- 68-41-7
- CAS-Number
- C3H6N2O2
- Molecular Formula
- 102.09
- Molecular Weight
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
- Shipping
- AMBIENT
- Short Term Storage
- +4°C
- Long Term Storage
- -20°C
- Handling Advice
- Protect from light and moisture.
- Use / Stability
- Stable for at least 2 years after receipt when stored at -20°C.
- Transportation
- Not dangerous goods
- Description
- D-cycloserine (DCS) is an antibiotic, inhibiting cell-wall biosynthesis in bacteria. It is a tuberculostatic agent, that inhibits L-alanine racemase and D-alanine:D-alanine ligase, enzymes essential to peptidoglycan synthesis and bacterial cell wall formation. Formulations containing DCS have been used as second-line agents to treat drug resistant tuberculosis. A reason for limited use of this drug is the neurological side effects it causes, since it is able to penetrate into the central nervous system (CNS). DCS acts as a glutamatergic partial N-methyl-D-aspartate (NMDA) agonist. It selectively binds at the glycine-binding site of the NMDA receptor and enable the opening of the NMDA channel. DCS has the ability to improve memory retention in senescence-accelerated mice which exhibit impaired learning and memory.
- Smiles
- O=C1NOC[C@H]1N
- InChi Key
- DYDCUQKUCUHJBH-UWTATZPHSA-N
- References
- (1) W.F. Hood, et al., Neurosci. Lett. 98, 91 (1989) , (2) G.B. Watson, et al., Brain Res. 510, 158 (1990) , (3) J.F. Flood, et al., Eur. J. Pharmacol. 221, 249 (1992) , (4) H. Baran, et al., Brain Res. 652, 195 (1994) , (5) Z. Feng & R.G. Barletta, Antimicrob. Agents Chemother. 47, 283 (2003) , (6) J.A. Caminero, et al., Lancet Infect. Dis. 10, 621 (2010) , (7) W. Hong, et al., Expert Opin. Ther. Targets 18, 691 (2014) (Review) , (8) S. Schade & W. Paulus, Int. J. Neuropsychopharmacol. 19, pyv102 (2016) (Review)
- InChi
- InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1
D-cycloserine (DCS) is an antibiotic, inhibiting cell-wall biosynthesis in bacteria. It is a tuberculostatic agent, that inhibits L-alanine racemase and D-alanine:D-alanine ligase, enzymes essential to peptidoglycan synthesis and bacterial cell wall formation. Formulations containing DCS have been used as second-line agents to treat drug resistant tuberculosis. A reason for limited use of this drug is the neurological side effects it causes, since it is able to penetrate into the central nervous system (CNS). DCS acts as a glutamatergic partial N-methyl-D-aspartate (NMDA) agonist. It selectively binds at the glycine-binding site of the NMDA receptor and enable the opening of the NMDA channel. DCS has the ability to improve memory retention in senescence-accelerated mice which exhibit impaired learning and memory.
Additional information
| Synonyms | (R)-4-Amino-3-isoxazolidone, D-4-amino-3-isoxazolidone, D-Oxamycin, Seromycin, K300, NJ-21, (+)-Cycloserine, α-Cycloserine, (R)-Cycloserine, NSC 76029, NSC 154851 |
|---|---|
| Purity | ≥98% (TLC) |
| Appearance | White to off-white powder |
| CAS-Number | 68-41-7 |
| Molecular Formula | C3H6N2O2 |
| Molecular Weight | 102.09 |
| Identity | 1H-NMR |
| Solvents | water |
| Smiles | O=C1NOC[C@H]1N |
| InChi Key | DYDCUQKUCUHJBH-UWTATZPHSA-N |
| Shipping | AMBIENT |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice | Protect from light and moisture. |
| Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Transportation | Not dangerous goods |
| References | (1) W.F. Hood, et al., Neurosci. Lett. 98, 91 (1989), (2) G.B. Watson, et al., Brain Res. 510, 158 (1990), (3) J.F. Flood, et al., Eur. J. Pharmacol. 221, 249 (1992), (4) H. Baran, et al., Brain Res. 652, 195 (1994), (5) Z. Feng & R.G. Barletta, Antimicrob. Agents Chemother. 47, 283 (2003), (6) J.A. Caminero, et al., Lancet Infect. Dis. 10, 621 (2010), (7) W. Hong, et al., Expert Opin. Ther. Targets 18, 691 (2014) (Review), (8) S. Schade & W. Paulus, Int. J. Neuropsychopharmacol. 19, pyv102 (2016) (Review) |
| InChi | InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m1/s1 |
| Quantity | 1 g, 5 g, Bulk |
