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339-72-0

339-72-0 Structure

339-72-0 Structure
IdentificationMore
[Name]

L-CYCLOSERINE
[CAS]

339-72-0
[Synonyms]

H-CYCLOSERINE
L-4-AMINO-3-ISOOXAZOLIDINONE
L-4-AMINO-3-ISOXALOLIDINONE
L-4-AMINO-3-ISOXAZOLIDINONE
L-CYCLOSERINE
S(-)-4-AMINO-3-ISOXAZOLIDINONE
(S)-4-AMINO-3-ISOXAZOLIDONE
(l)-3-isoxazolidinon
(s)-3-isoxazolidinon
Levcycloserine
L-4-aminoisoxazolidin-3-one
(S)-(-)-CYCLOSERINE, 97%
L-CYCLOSERIN
3-Isoxazolidinone, 4-amino-, (4S)-
3-Isoxazolidinone, 4-amino-, (S)-
Cyclo-L-serine
3-Isoxazolidinone,4-amino-,(4S)-(9CI)
(S)-4-Amino-3-isoxazolidone, L-4-Amino-3-isoxazolidinone, L-Cycloserine, L-cycloserine
(4S)-4-Aminoisoxazolidin-3-one
(S)-4-Aminoisoxazolidin-3-one
[EINECS(EC#)]

206-427-0
[Molecular Formula]

C3H6N2O2
[MDL Number]

MFCD00064324
[Molecular Weight]

102.09
[MOL File]

339-72-0.mol
Chemical PropertiesBack Directory
[Appearance]

WHITE GRANULAR POWDER
[Melting point ]

147 °C
[Boiling point ]

191.38°C (rough estimate)
[density ]

1.278
[refractive index ]

1.5110 (estimate)
[storage temp. ]

2-8°C
[solubility ]

H2O: soluble50mg/mg protein
[form ]

White to off-white powder.
[pka]

14.36±0.40(Predicted)
[color ]

White to Off-White
[Water Solubility ]

H2O: 50mg/mg protein
[BRN ]

80799
[InChI]

InChI=1S/C3H6N2O2/c4-2-1-7-5-3(2)6/h2H,1,4H2,(H,5,6)/t2-/m0/s1
[InChIKey]

DYDCUQKUCUHJBH-REOHCLBHSA-N
[SMILES]

N[C@H]1CONC1=O
[CAS DataBase Reference]

339-72-0(CAS DataBase Reference)
Questions And AnswerBack Directory
[Preparation]

① L-CYCLOSERINE is produced by fermentation, extraction, and refining of actinomycetes. ② L-CYCLOSERINE can be prepared by reacting serine methyl ester hydrochloride with chloroform under the catalysis of phosphorus pentachloride to remove the hydroxyl group, followed by reaction with hydroxylamine in sodium hydroxide solution.
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H226
[Precautionary statements ]

P501-P240-P210-P233-P243-P241-P242-P280-P370+P378-P303+P361+P353-P403+P235
[Hazard Codes ]

Xn
[Risk Statements ]

R5:Heating may cause an explosion.
R20:Harmful by inhalation.
[Safety Statements ]

S38:In case of insufficient ventilation, wear suitable respiratory equipment .
S36/37:Wear suitable protective clothing and gloves .
[WGK Germany ]

2
[RTECS ]

NY2976000
[F ]

10
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

WHITE GRANULAR POWDER
[Uses]

antibacterial, coccidiostat
[Uses]

L-Cycloserine is an irreversible inhibitor of 3-ketodihydrosphingosine synthetase.
[Definition]

ChEBI: A 4-amino-1,2-oxazolidin-3-one that has S configuration. An antibiotic isolated from Erwinia uredovora.
[Biochem/physiol Actions]

L-cycloserine is a potent inhibitor of serine palmitoyltransferase, the first step of sphingolipid synthesis.
[Purification Methods]

Purify cycloserine by recrystallisation from aqueous EtOH or MeOH or aqueous NH3/EtOH or isoPrOH. Also recrystallise it from aqueous ammoniacal solution at pH 10.5 (100mg/mL) by diluting with 5 volumes of isopropanol and then adjusting to pH 6 with acetic acid. An aqueous solution, buffered to pH 10 with Na2CO3, can be stored in a refrigerator for 1week without decomposition. UV: max at 226nm (A1cm 1% 4.02). The tartrate salt has m 165-166o (dec), 166-168o (dec), and [] D 24 -41o (c 0.7, H2O). [Stammer et al. J Am Chem Soc 79 3236 1959, UV: Kuehl J Am Chem Soc 77 2344 1955, Beilstein 27 III/IV 5549.]
Spectrum DetailBack Directory
[Spectrum Detail]

L-CYCLOSERINE(339-72-0)1HNMR
L-CYCLOSERINE(339-72-0)FT-IR
L-CYCLOSERINE(339-72-0)Raman
L-CYCLOSERINE(339-72-0)IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

L-Cycloserine, 99%(339-72-0)
[Sigma Aldrich]

339-72-0(sigmaaldrich)
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