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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%

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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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
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
B Teague et al.
British journal of pharmacology, 137(2), 139-145 (2002-09-05)
1. Sodium hydrogen sulphide (NaHS), a donor of hydrogen sulphide (H(2)S), produced dose-related relaxation of the rabbit isolated ileum (EC(50), 76.4+/-7.9 microM) and rat vas deferens (EC(50), 64.8+/-5.4 microM) and reduced ACh-mediated contraction of the guinea-pig isolated ileum. 2. NaHS
Mariarosaria Bucci et al.
Arteriosclerosis, thrombosis, and vascular biology, 30(10), 1998-2004 (2010-07-17)
Recent studies have demonstrated that hydrogen sulfide (H(2)S) is produced within the vessel wall from L-cysteine regulating several aspects of vascular homeostasis. H(2)S generated from cystathione γ-lyase (CSE) contributes to vascular tone; however, the molecular mechanisms underlying the vasorelaxing effects
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
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