3-CHLORO-L-ALANINE HYDROCHLORIDE
3-CHLORO-L-ALANINE HYDROCHLORIDE Basic information
- Product Name:
- 3-CHLORO-L-ALANINE HYDROCHLORIDE
- Synonyms:
-
- H-ALA(3-CL)-OH HCL
- H-BETA-CHLORO-ALA-OH HCL
- (R)-2-AMINO-3-CHLOROPROPIONIC ACID HYDROCHLORIDE
- B-CHLORO-L-ALANINE HYDROCHLORIDE
- 3-Chloro-L-alanineHCl
- β-chloro-l-alanine hydrochloride
- 3-CHLORO-L-ALANINE HYDROCHLORIDE 98+%
- H-b-Chloro-Ala-OH·HCl
- CAS:
- 51887-89-9
- MF:
- C3H7Cl2NO2
- MW:
- 160
- EINECS:
- 200-528-9
- Product Categories:
-
- Carboxylic Acids (Chiral)
- Chiral Building Blocks
- Synthetic Organic Chemistry
- A
- AA to ALCertified Reference Materials (CRMs)
- Alphabetic
- Application CRMs
- Clinical Chemistry CRM
- Alanine aminotransferase
- Alanine aminotransferasePeptides for Cell Biology
- A to
- Enzyme Inhibitors
- Enzyme Inhibitors by Enzyme
- Mol File:
- 51887-89-9.mol
3-CHLORO-L-ALANINE HYDROCHLORIDE Chemical Properties
- Melting point:
- 205 °C (dec.)(lit.)
- storage temp.
- -20°C
- form
- powder to crystal
- color
- White to Almost white
- biological source
- synthetic
- Water Solubility
- water: 50mg/mL, clear, colorless
- InChIKey
- IENJPSDBNBGIEL-DKWTVANSSA-N
- CAS DataBase Reference
- 51887-89-9(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
3-CHLORO-L-ALANINE HYDROCHLORIDE Usage And Synthesis
Chemical Properties
White solid
Uses
β-Chloro-L-alanine hydrochloride has been used:
- as a substrate for screening tyrosine phenol lyase steady state kinetics
- in the inhibition of serine palmitoyltransferase and cytotoxicity studies in lymphocyte Ly-1 cells
- as an inhibitor of alanine transaminase in wheat germ cell-free protein synthesis system
Biochem/physiol Actions
β-Chloro-L-alanine hydrochloride is an inhibitor of alanine aminotransferase (ALAT). Inhibition of ALAT leads to suppression of tumor progression in lung carcinoma.
Synthesis
16428-75-4
51887-89-9
General procedure for the synthesis of 3-chloro-L-alanine hydrochloride from L-serine hydrochloride: L-serine hydrochloride (100 g, 0.7067 mol) was suspended in 500 ml of tetrahydrofuran, and the temperature of the reaction was controlled to be lower than 50 °C, and thionyl chloride (101 g, 0.8480 mol) was added dropwise slowly. After the dropwise addition, the temperature was gradually increased to 50 °C and the reaction was stirred continuously for 6 hours. After confirming the complete consumption of raw materials by thin layer chromatography (TLC) monitoring, the reaction system was cooled to 20~25°C. The reaction was quenched by the slow addition of 50 ml of water and subsequently concentrated to dryness under reduced pressure. To the residue, 200 ml of acetone was added, cooled to 25 °C for crystallization, and the crystals were collected by filtration and dried to afford 100 g of off-white solid 3-chloro-L-alanine hydrochloride in 88.4% yield.
References
[1] Patent: CN105294528, 2016, A. Location in patent: Paragraph 0023; 0024
[2] Patent: US6372941, 2002, B1. Location in patent: Example 9
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3-CHLORO-L-ALANINE HYDROCHLORIDE(51887-89-9)Related Product Information
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- 3-Chloro-L-alanine
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- D-(4-CHLORO-PHENYL)ALANINE HYDROCHLORIDE
- D-(4-CHLORO-PHENYL)ALANINE HYDROCHLORIDE
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