347888-69-1Relevant academic research and scientific papers
Stereoselective synthesis of allyl- and homoallylglycines
Douat, Céline,Heitz, Annie,Martinez, Jean,Fehrentz, Jean-Alain
, p. 3319 - 3321 (2001)
A new method for the synthesis of N-protected allyl- and homoallylglycines was developed from aspartic and glutamic acid derivatives. The carboxylic side-chains of aspartic and glutamic derivatives was first transformed into the Weinreb amide by coupling with N,O-dimethylhydroxylamine and then reduced into the corresponding aldehyde. The latter could react with methyl-triphenylphosphonium bromide to yield the title compounds with 50% total yield.
Nitroaromatic amino acids as inhibitors of neuronal nitric oxide synthase
Cowart, Marion,Kowaluk, Elizabeth A.,Daanen, Jerome F.,Kohlhaas, Kathy L.,Alexander, Karen M.,Wagenaar, Frank L.,Kerwin Jr., James F.
, p. 2636 - 2642 (2007/10/03)
Nitric oxide (NO·) is an important biomodulator of many physiological processes. The inhibition of inappropriate production of NO' by the isoforms of nitric oxide synthase (NOS) has been proposed as a therapeutic approach for the treatment of stroke, inflammation, and other processes. In this study, certain 2-nitroaryl-substituted amino acid analogues were discovered to inhibit NOS. Analogues bearing a 5-methyl substituent on the aromatic ring demonstrated maximal inhibitory potency. For two selected inhibitors, investigation of the kinetics of the enzyme showed the inhibition to be competitive with L-arginine. Additionally, functional NOS inhibition in tissue preparations was demonstrated.
