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Merck
CN

C9033

β-Chloro-L-alanine hydrochloride

Alanine aminotransferase inhibitor

Synonym(s):

(R)-2-Amino-3-chloropropanoic acid, 3-Chloro-L-alanine

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About This Item

Empirical Formula (Hill Notation):
C3H6ClNO2 · HCl
CAS Number:
51887-89-9
Molecular Weight:
160.00
NACRES:
NA.32
PubChem Substance ID:
24278345
UNSPSC Code:
12352204
MDL number:
MFCD00070398

Key Documents

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InChI

1S/C3H6ClNO2.ClH/c4-1-2(5)3(6)7;/h2H,1,5H2,(H,6,7);1H/t2-;/m0./s1

SMILES string

Cl[H].N[C@@H](CCl)C(O)=O

InChI key

IENJPSDBNBGIEL-DKWTVANSSA-N

biological source

synthetic

assay

≥98% (TLC)

form

powder

mp

205 °C

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

Quality Level

200

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Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD1475
BCCB2319
1431869V
1403289V
BCBF7149V

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A novel way of amino acid-specific assignment in 1 H-15 N HSQC spectra with a wheat germ cell-free protein synthesis system
Morita EH, et al.
Journal of Biomolecular Nmr, 30(1), 37-45 (2004)
Oxytetracycline have the therapeutic efficiency in CD133+ HCC population through suppression CD133 expression by decreasing of protein stability of CD133
Song Y, et al.
Scientific Reports, 8(1), 16100-16100 (2018)
Specificity of inhibitors of serine palmitoyltransferase (SPT), a key enzyme in sphingolipid biosynthesis, in intact cells: a novel evaluation system using an SPT-defective mammalian cell mutant
Hanada K, et al.
Biochemical Pharmacology, 59(10), 1211-1216 (2000)
Inhibition of alanine aminotransferase (ALAT) in silico and in vivo promotes mitochondrial metabolism to impair malignant growth
Beuster G, et al.
The Journal of Biological Chemistry, jbc-M110 (2011)
Affinity labeling of alanine aminotransferase by 3-chloro-L-alanine.
Y Morino et al.
The Journal of biological chemistry, 254(2), 279-285 (1979-01-25)
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