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C9650

Sigma-Aldrich

β-Cyano-L-alanine

≥95%, suitable for ligand binding assays

Synonym(s):

3-cyano-L-alanine

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
6232-19-5
Molecular Weight:
114.10
MDL number:
MFCD00021722
UNSPSC Code:
12352209
PubChem Substance ID:
24893182
NACRES:
NA.26

product name

β-Cyano-L-alanine, ≥95%

Quality Level

200

Assay

≥95%

form

powder

technique(s)

ligand binding assay: suitable

color

white

mp

217 °C

storage temp.

−20°C

SMILES string

OC([C@@H](N)CC#N)=O

InChI

1S/C4H6N2O2/c5-2-1-3(6)4(7)8/h3H,1,6H2,(H,7,8)/t3-/m0/s1

InChI key

BXRLWGXPSRYJDZ-VKHMYHEASA-N

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Biochem/physiol Actions

β-Cyano-L-alanine (BCA) is used as a cystathione γ-lyase (CSE) inhibitor to study the physiological roles of hydrogen sulfide in processes such as angiogenesis and hypertension.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Miura et al.
Journal of biochemistry, 87(5), 1469-1481 (1980-05-01)
The reaction of D-amino acid oxidase [EC 1.4.3.3] (DAO) from porcine kidney with beta-cyano-D-alanine (D-BCNA) was studied. DAO was found to catalyze elimination of the cyano group as well as oxidation of D-BCNA. During the course of the reaction in
K Witthohn et al.
Comparative biochemistry and physiology. C, Comparative pharmacology and toxicology, 79(1), 103-106 (1984-01-01)
Beside the known existence of cyanoglucosides (linamarin and lotaustralin) and proteins the neurotoxin beta-cyanoalanine has been demonstrated for the first time in the defensive secretions of animals. It is proposed that beta-cyanoalanine is produced by metabolizing cyanide from the cyanoglucosides.
Tadahiko Masaki et al.
Journal of gastroenterology, 38(1), 37-44 (2003-02-01)
The clinical utility of relative and absolute grading criteria for submucosal invasion in T1 colorectal carcinomas has been controversial. In 51 T1 colorectal carcinomas, depth of submucosal invasion was graded either according to a modified Haggitt's classification (a relative criterion)
Ying-Yuan Pamela Mok et al.
British journal of pharmacology, 143(7), 881-889 (2004-10-27)
Haemorrhagic shock (60 min) in the anaesthetized rat resulted in a prolonged fall in the mean arterial blood pressure (MAP) and heart rate (HR). Pre-treatment (30 min before shock) or post-treatment (60 min after shock) with inhibitors of cystathionine gamma
Ting-Ting Pan et al.
Journal of molecular and cellular cardiology, 40(1), 119-130 (2005-12-06)
The possible role of hydrogen sulfide (H2S) in cardioprotection was investigated in isolated rat ventricular myocytes exposed to severe metabolic inhibition (MI) in glucose-free buffer containing 2-deoxy-D-glucose (2-DOG), an inhibitor of glycolysis. Pretreatment (30 min) with NaHS (a H2S donor)
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