Isolation of a Se-nitrososelenol: a new class of reactive nitrogen species relevant to protein Se-nitrosation.
Nitric oxide (NO) is a messenger molecule implicated in a number of physiological processes. Nitrosation of selenoproteins has been suggested as playing an important role in NO-mediated cellular functions such as the inactivation of glutathione peroxidase (GPx), but no chemical information about Se-nitrosated species has been available to date. Here a stable Se-nitrososelenol (RSeNO), a new class of NO derivative, was synthesized and fully characterized by X-ray crystallography and spectroscopic methods. This Se-nitrososelenol can be formed by direct transnitrosation from an S-nitrosothiol to a selenol, as is the case in the proposed mechanism for the NO-mediated inactivation of GPx.
Shimada
Keiichi
K
Department of Chemistry, Graduate School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Goto
Kei
K
Kawashima
Takayuki
T
Takagi
Nozomi
N
Choe
Yoong-Kee
YK
Nagase
Shigeru
S
D018360:Crystallography, X-Ray; D004789:Enzyme Activation; D005979:Glutathione Peroxidase / Q000037:antagonists & inhibitors / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D009569:Nitric Oxide / Q000737:chemistry; D015538:Nitrosation; D009603:Nitroso Compounds / Q000138:chemical synthesis / Q000302:isolation & purification*; D026422:S-Nitrosoglutathione / Q000737:chemistry; D018036:Selenium Compounds / Q000138:chemical synthesis / Q000302:isolation & purification*; D013056:Spectrophotometry, Ultraviolet
D009603:Nitroso Compounds; D018036:Selenium Compounds; C442270:selenol; D009569:Nitric Oxide; D026422:S-Nitrosoglutathione; D005979:Glutathione Peroxidase