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β-cyano-L-Alanine

Cayman Chemical Item Number 10010947

BCA (CAS 6232-19-5)

β-cyano-L-Alanine (CAS 6232-19-5)

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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

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 Pharmacol 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. b-cyanoalanine, an inhibitor of rat liver cystathionase. Biochem Pharmacol 16 2299-2308 (1967).

4 Mok, 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 143 881-889 (2004).

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

Synonyms
  • BCA
Formal Name 3-​cyano-​L-​alanine
CAS Number 6232-19-5
Molecular Formula C4H6N2O2
Formula Weight 114.1
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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NCC[C@H]​(N)​C(=O)​O

Background Reading

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

Mok, 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 143 881-889 (2004).

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

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

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

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Size Price Quantity Subtotal
10 mg $5.00 $0.00
50 mg $23.00 $0.00
100 mg $40.00 $0.00
250 mg $88.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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