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C4284

Sigma-Aldrich

β-Chloro-D-alanine hydrochloride

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About This Item

Linear Formula:
C3H6NO2Cl · HCl
CAS Number:
51887-88-8
Molecular Weight:
160.00
MDL number:
MFCD00012616
UNSPSC Code:
12352204
PubChem Substance ID:
24892685
NACRES:
NA.32

assay

≥98% (TLC)

form

powder

solubility

water: 50 mg/mL, clear to very slightly hazy, colorless

storage temp.

−20°C

SMILES string

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

InChI

1S/C3H6ClNO2.ClH/c4-1-2(5)3(6)7;/h2H,1,5H2,(H,6,7);1H/t2-;/m1./s1

InChI key

IENJPSDBNBGIEL-HSHFZTNMSA-N

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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J M Manning et al.
Proceedings of the National Academy of Sciences of the United States of America, 71(2), 417-421 (1974-02-01)
The D- and L-isomers of beta-chloroalanine inhibit the growth of Diplococcus pneumoniae, Streptococcus pyogenes, Bacillus subtilis, and Escherichia coli. With pneumococcus the inhibition by beta-chloro-D-alanine is completely prevented by either D-alanine or D-alanyl-D-alanine, while L-alanine is not effective in preventing
Benjamin Adams et al.
Organic & biomolecular chemistry, 3(18), 3357-3364 (2005-09-01)
Two members of the alpha-family of PLP-dependent enzymes, L-aspartate aminotransferase and D-amino acid aminotransferase, have been shown to catalyse beta-substitution of L- and D-beta-chloroalanine respectively with beta-mercaptoethanol, reactions typical of the beta-family of PLP-dependent enzymes. The reaction catalysed by L-aspartate
Arthur J L Cooper et al.
The Biochemical journal, 376(Pt 1), 169-178 (2003-07-16)
Several halogenated alkenes are metabolized in part to cysteine S-conjugates, which are mitochondrial toxicants of kidney and, to a lesser extent, other organs. Toxicity is due to cysteine S-conjugate beta-lyases, which convert the cysteine S-conjugate into pyruvate, ammonia and a
Subramanian Karthikeyan et al.
Biochemistry, 43(42), 13328-13339 (2004-10-20)
1-Aminocyclopropane-1-carboxylate (ACC) deaminase is a pyridoxal 5'-phosphate (PLP) dependent enzyme catalyzing the opening of the cyclopropane ring of ACC to give alpha-ketobutyric acid and ammonia as the products. This ring cleavage reaction is unusual because the substrate, ACC, contains no
Babita S Gupta et al.
International journal of pharmaceutics, 238(1-2), 43-50 (2002-05-09)
The present study was designed to investigate the role of skin sphingosine synthesis inhibition in enhancing the in vitro permeation of levodopa (LD), a hydrophilic drug, across rat skin. beta-Chloroalanine (beta-CA), a selective inhibitor of serine palmitoyl transferase was used
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