SYNTHESIS OF THE PUTATIVE L-ARGININE METABOLITE L-(N)-HYDROXYARGININE

被引:41
作者
FELDMAN, PL
机构
[1] Glaxo Research Institute, Research Triangle Park, NC 27709
关键词
D O I
10.1016/S0040-4039(00)92109-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Syntheses of L-N(G)-hydroxyarginine (1), the putative biosynthetic precursor of nitric oxide, and the N-15 labelled analogs 9 and 10 using L-ornithine as the enantiopure starting material is reported.
引用
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页码:875 / 878
页数:4
相关论文
共 16 条
[1]   SYNTHESIS AND STABILITY OF 2-OXOISOTHIOCYANATES [J].
BOBOSIK, V ;
PIKLEROVA, A ;
MARTVON, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1983, 48 (12) :3421-3425
[2]   ROUTES TO FUNCTIONALIZED GUANIDINES - SYNTHESIS OF GUANIDINO DIESTERS [J].
BOSIN, TR ;
HANSON, RN ;
RODRICKS, JV ;
SIMPSON, RA ;
RAPOPORT, H .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (08) :1591-1600
[3]   2ND MESSENGER ROLE FOR NO WIDENS TO NERVOUS AND IMMUNE-SYSTEMS [J].
COLLIER, J ;
VALLANCE, P .
TRENDS IN PHARMACOLOGICAL SCIENCES, 1989, 10 (11) :427-431
[4]   HYDROXYLAMINE IS A VASORELAXANT AND A POSSIBLE INTERMEDIATE IN THE OXIDATIVE CONVERSION OF L-ARGININE TO NITRIC-OXIDE [J].
DEMASTER, EG ;
RAIJ, L ;
ARCHER, SL ;
WEIR, EK .
BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, 1989, 163 (01) :527-533
[5]  
FUJII T, 1967, CHEM PHARM BULL, V15, P345
[6]  
GROCHOWSKI E, 1976, SYNTHESIS-STUTTGART, P682
[7]   MACROPHAGE CYTOTOXICITY - ROLE FOR L-ARGININE DEIMINASE AND IMINO-NITROGEN OXIDATION TO NITRITE [J].
HIBBS, JB ;
TAINTOR, RR ;
VAVRIN, Z .
SCIENCE, 1987, 235 (4787) :473-476
[8]   BIOSYNTHESIS AND METABOLISM OF ENDOTHELIUM-DERIVED NITRIC-OXIDE [J].
IGNARRO, LJ .
ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY, 1990, 30 :535-560
[9]  
KWON NS, 1990, J BIOL CHEM, V265, P13442
[10]   STEREOSELECTIVE SYNTHESIS AND ABSOLUTE STEREOCHEMISTRY OF SINEFUNGIN [J].
MAGUIRE, MP ;
FELDMAN, PL ;
RAPOPORT, H .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (03) :948-955