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BETA-CYANO-L-ALANINE

Product Name
BETA-CYANO-L-ALANINE
CAS No.
6232-19-5
Chemical Name
BETA-CYANO-L-ALANINE
Synonyms
H-CPA-OH;3-CYANO-L-ALANINE;(S)-2-Amino-3-cyanopropanoic acid;L-CNAla;H-ALA(3-CN)-OH;H-b-Cyano-Ala-OH;H-β-Cyano-Ala-OH;β-Cyano-L-Ala-OH;B-cyano-L-alanine;H-ALA(BETA-CN)-OH
CBNumber
CB3134375
Molecular Formula
C4H6N2O2
Formula Weight
114.1
MOL File
6232-19-5.mol
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BETA-CYANO-L-ALANINE Property

Melting point:
217 °C
storage temp. 
-20°C
solubility 
PBS (pH 7.2): 10 mg/ml
form 
A crystalline solid
color 
White to yellow
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C9650
Product name
β-Cyano-L-alanine
Purity
≥95%
Packaging
250mg
Price
$628
Updated
2025/07/31
Cayman Chemical
Product number
10010947
Product name
β-cyano-L-Alanine
Purity
≥98%
Packaging
10mg
Price
$9
Updated
2024/03/01
Cayman Chemical
Product number
10010947
Product name
β-cyano-L-Alanine
Purity
≥98%
Packaging
50mg
Price
$30
Updated
2024/03/01
Cayman Chemical
Product number
10010947
Product name
β-cyano-L-Alanine
Purity
≥98%
Packaging
100mg
Price
$50
Updated
2024/03/01
Cayman Chemical
Product number
10010947
Product name
β-cyano-L-Alanine
Purity
≥98%
Packaging
250mg
Price
$109
Updated
2024/03/01
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BETA-CYANO-L-ALANINE Chemical Properties,Usage,Production

Description

Hydrogen sulfide (H2S) is a naturally-occurring gasotransmitter with vasodilator and inflammatory modulating activity. H2S is synthesized naturally in a range of mammalian tissues principally by the activity of two enzymes, cystathionine γ lyase (CSE) and cystathionine β synthetase (CBS). β-cyano-L-Alanine (BCA) is a reversible inhibitor of the H2S-synthesizing enzyme CSE. BCA blocks H2S synthesis in rat liver preparations with an IC50 value of 6.5 μM and increases blood pressure in anaesthetized rats induced with hemorrhagic shock by inhibiting endogenous H2S synthesis. BCA at 50 mg/kg blocked both L-cysteine- and LPS-induced hyperalgesia in rats.

Chemical Properties

White to off-white powder

Uses

β-L-cyanoalanine is an amino acid that promotes seed germination in A. albus seeds. Beta-Cyano-L-alanine in the diet of adult locusts causes a decrease in the hemolymph volume thereby affecting water balance responses. L-β-cyanoalanine is an inhibitor of vitamin B6.

Definition

ChEBI: A cyanoamino acid that is the 3-cyano-derivative of L-alanine.

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.

References

[1] L LI  P K M. Putative biological roles of hydrogen sulfide in health and disease: a breath of not so fresh air?[J]. Trends in pharmacological sciences, 2008, 29 2: 84-90. DOI: 10.1016/j.tips.2007.11.003
[2] WANG R. Two’s company, three’s a crowd: can H2S be the third endogenous gaseous transmitter?[J]. FASEB Journal, 2002, 16 13: 1792-1798. DOI: 10.1096/fj.02-0211hyp
[3] MORRIS PFEFFER  Charlotte R. β-Cyanoalanine, an inhibitor of rat liver cystathionase[J]. Biochemical pharmacology, 1967, 16 12: Pages 2299-2308. DOI: 10.1016/0006-2952(67)90217-1
[4] YING-YUAN PAMELA MOK. Role of hydrogen sulphide in haemorrhagic shock in the rat: protective effect of inhibitors of hydrogen sulphide biosynthesis[J]. British Journal of Pharmacology, 2009, 143 7: 881-889. DOI: 10.1038/sj.bjp.0706014
[5] ATSUFUMI KAWABATA . Hydrogen sulfide as a novel nociceptive messenger[J]. PAIN?, 2007, 132 1: Pages 74-81. DOI: 10.1016/j.pain.2007.01.026

BETA-CYANO-L-ALANINE Preparation Products And Raw materials

Raw materials

Preparation Products

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6232-19-5, BETA-CYANO-L-ALANINERelated Search:


  • H-ALA(3-CN)-OH
  • H-ALA(BETA-CN)-OH
  • H-BETA-CYANO-ALA-OH
  • H-BETA-CYANO-L-ALA-OH
  • BETA-CYANO-ALANINE
  • BETA-CYANO-L-ALANINE
  • 3-CYANO-L-ALANINE
  • B-cyano-L-alanine
  • H-CPA-OH
  • (2S)-2-amino-3-cyanopropanoic acid
  • (S)-2-Amino-3-cyanopropanoic acid
  • H-b-Cyano-Ala-OH
  • [S,(-)]-3-Cyano-2-aminopropionic acid
  • L-CNAla
  • H-β-Cyano-Ala-OH
  • β-Cyano-L-alanine≥ 98% (TLC)
  • β-Cyano-L-Ala-OH
  • L-Alanine, 3-cyano-
  • β-cyano-L-Alanine
  • inhibit,β cyano L Alanine,βcyanoLAlanine,Endogenous Metabolite,Inhibitor
  • β-Cyano-<sc>L</sc>-alanine
  • 6232-19-5
  • Biochemicals and Reagents
  • A - H
  • Amino Acids and Peptides
  • BioChemical
  • Modified Amino Acids
  • A - H
  • Amino Acids
  • Modified Amino Acids