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C9650

Sigma-Aldrich

β-Cyano-L-alanine

≥95%, suitable for ligand binding assays

Sinónimos:

3-cyano-L-alanine

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About This Item

Fórmula empírica (notación de Hill):
C4H6N2O2
Número de CAS:
6232-19-5
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Andrew J M Howden et al.
The Plant journal : for cell and molecular biology, 57(2), 243-253 (2008-09-13)
Pseudomonas fluorescens SBW25 is a plant growth-promoting bacterium that efficiently colonizes the leaf surfaces and rhizosphere of a range of plants. Previous studies have identified a putative plant-induced nitrilase gene (pinA) in P. fluorescens SBW25 that is expressed in the
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
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
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.
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