β-cyano-L-Alanine
β-cyano-L-Alanine (CAS No.: 6232-19-5) is a naturally occurring nitrile compound widely found in higher plants, where it is enzymatically generated from cysteine and cyanide by cyanoalanine synthase as part of cyanide detoxification pathways. In biomedical research, it is primarily utilized as a biochemical tool to investigate cyanide metabolism and amino acid derivative transformation mechanisms. Notably, β-cyano-L-Alanine functions as a reversible inhibitor of cystathionine γ-lyase, a key enzyme responsible for endogenous hydrogen sulfide production, thereby modulating gasotransmitter signaling pathways associated with vascular tone, inflammation, and neuromodulation; its inhibitory activity is typically observed at low micromolar levels in vitro. Through suppression of hydrogen sulfide biosynthesis, this compound has been shown to influence physiological responses such as blood pressure regulation and nociceptive signaling in animal models. Additionally, β-cyano-L-Alanine has been reported to attenuate the neuroprotective effects of ethanol in cerebral ischemia/reperfusion injury models, highlighting its relevance in studies of neuronal injury and protection mechanisms. Consequently, it is frequently employed in cellular and in vivo systems to dissect sulfur metabolism, gasotransmitter biology, and neurovascular pathophysiology, with experimental concentrations or dosing regimens adjusted according to specific study designs and therapeutic hypotheses.
| Physical Appearance | A crystalline solid |
| Storage | -20°C |
| M.Wt | 114.10 |
| Cas No. | 6232-19-5 |
| Formula | C4H6N2O2 |
| Synonyms | BCA |
| Solubility | insoluble in DMSO; insoluble in EtOH; ≥36 mg/mL in H2O |
| Chemical Name | (S)-2-amino-3-cyanopropanoic acid |
| Canonical SMILES | O=S(CCCC)(CC[C@@H](C(O)=O)N)=N |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |







