omega-N-allylarginine

Nω-allyl-L-arginine is a competitive and reversible inhibitor of bovine brain nitric oxide synthase (nNOS). Nω-allyl-L-arginine can inactivate nNOS in a time-dependent manner. Nω-allyl-L-arginine also is a substrate, producing L-arginine, acrolein, and H2O[1][2].

[1] Zhang HQ, et, al. Mechanism of Inactivation of Neuronal Nitric Oxide Synthase by Nω-Allyl-l-Arginine. J. Am. Chem. Soc. 1997, 119, 45, 10888-10902.
[2] Hah JM, et, al. Deuterium isotope effects and product studies for the oxidation of N(omega)-allyl-L-arginine and N(omega)-allyl-N(omega)-hydroxy-L-arginine by neuronal nitric oxide synthase. Bioorg Med Chem. 2000 Aug;8(8):1931-6. DOI:10.1016/s0968-0896(00)00154-1