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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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BETA-CYANO-L-ALANINE Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15838
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69
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
15402
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60
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
18209
Advantage
56
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4720
Advantage
55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66028182 18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
16679
Advantage
50
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51395
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80
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
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Shanghai GL Peptide Ltd.
Tel
+86-21-61263340; 17609490614 13764994101
Fax
021-61263399
Email
fisherwang@glschina.com
Country
China
ProdList
8258
Advantage
55
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
021-61312847; 18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
71826
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60

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