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Merck
CN

C9650

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:
Molecular Weight:
114.10
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
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Product Name

β-Cyano-L-alanine, ≥95%

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

assay

≥95%

form

powder

technique(s)

ligand binding assay: suitable

color

white

mp

217 °C

storage temp.

−20°C

Quality Level

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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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Liping Fang et al.
Journal of hypertension, 27(11), 2174-2185 (2009-08-01)
Recently, periadventitial adipose tissue (PAT) was found to secrete bioactive factors playing an important role in the regulation of vascular tension. Hydrogen sulfide (H(2)S), a novel cardiovascular gasotransmitter, relaxes vessels through the K(ATP) channel in a calcium-dependent and endothelial-independent manner.
M Piotrowski et al.
The Journal of biological chemistry, 276(4), 2616-2621 (2000-11-04)
Nitrilases (nitrile aminohydrolases, EC ) are enzymes that catalyze the hydrolysis of nitriles to the corresponding carbon acids. Among the four known nitrilases of Arabidopsis thaliana, the isoform NIT4 is the most divergent one, and homologs of NIT4 are also
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)
Markus Piotrowski et al.
Plant molecular biology, 61(1-2), 111-122 (2006-06-21)
Cyanoalanine hydratase (E.C. 4.2.1.65) is an enzyme involved in the cyanide detoxification pathway of higher plants and catalyzes the hydrolysis of beta-cyano-L-alanine to asparagine. We have isolated the enzyme from seedlings of blue lupine (Lupinus angustifolius) to obtain protein sequence
Andrew G S Warrilow et al.
Journal of experimental botany, 53(368), 439-445 (2002-02-16)
The reaction mechanisms of three enzymes belonging to a single gene family are compared: a cyanoalanine synthase and two isoforms of O-acetylserine (thiol) lyase (O-ASTL) isolated from spinach (Spinacea oleracea L. cv. Medina). O-ASTL represents a major regulatory point in

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