Asymmetric Synthesis of Conformationally Restricted l-Arginine Analogues as Active Site Probes of Nitric Oxide Synthase

• Published in: Journal of organic chemistry Vol. 64; no. 10; pp. 3467 - 3475
• Main Authors: Atkinson, Robert N, Moore, Lisa, Tobin, Joseph, King, S. Bruce
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 14.05.1999; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; SELECTIVE-INHIBITION; OXIDATION; AMINO-ACID; PTERIN; REDUCTION; SUBSTRATE; DERIVATIVES; BRAIN

Using the catalytic asymmetric Sharpless carbamate aminohydroxylation, conformationally restricted l-arginine and l-homoarginine derivatives (5 − 8) were prepared in good enantiomeric excess to investigate the binding requirements of l-arginine-based compounds with nitric oxide synthase. The l-argin...