A reversible inhibitor of H2S synthesis
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β-cyano-L-Alanine

Item No. 10010947

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-cyano-L-alanine
CAS Number
6232-19-5
Synonyms
  • BCA
Molecular Formula
C4H6N2O2
Formula Weight
114.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
SMILES
NCC[C@H](N)C(=O)O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    100 mg

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    250 mg

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    Cayman Chemical
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    Product Description

    Hydrogen sulfide (H2S) is a naturally-occurring gasotransmitter with vasodilator and inflammatory modulating activity.1,2 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.3 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.4 BCA at 50 mg/kg blocked both L-cysteine- and LPS-induced hyperalgesia in rats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, L., and Moore, P.K. Putative biological roles of hydrogen sulfide in health and disease: A breath of not so fresh air? Trends Pharamacol. Sci. 29(2), 84-90 (2007).

    2. Wang, R. Two’s company, three’s a crowd: Can H2S be the third endogenous gaseous transmitter? FASEB J. 16(13), 1792-1798 (2002).

    3. Pfeffer, M., and Ressler, C. ß-cyanoalanine, an inhibitor of rat liver cystathionase. Biochem. Pharmacol. 16(12), 2299-2308 (1967).

    4. Mok, Y.Y.P., Atan, M.S.B.M., Ping, C.Y., et al. Role of hydrogen sulphide in haemorrhagic shock in the rat: Protective effect of inhibitors of hydrogen sulphide biosynthesis. Br. J. Pharmacol. 143(7), 881-889 (2004).

    5. Kawabata, A., Ishiki, T., Nagasawa, K., et al. Hydrogen sulfide as a novel nociceptive messenger. Pain 132(1-2), 74-81 (2008).