419:
206:(NO) bioactivity and to regulate protein function through enzymatic mechanisms analogous to phosphorylation and ubiquitinylation: SNO donors target specific amino acids motifs; post-translational modification leads to changes in protein activity, protein interactions, or subcellular location of target proteins; all major classes of proteins can undergo
218:-nitrosylation through conjoint actions of SNO-synthases and transnitrosylases (transnitrosation reactions), which are involved in virtually all forms of cell signaling, ranging from regulation of ion channels and G-protein coupled reactions to receptor stimulation and activation of nuclear regulatory protein.
210:-nitrosylation, which is mediated by enzymes that add (nitrosylases) and remove (denitrosylases) SNO from proteins, respectively. Accordingly, nitric oxide synthase (NOS) activity does not directly lead to SNO formation, but rather requires an additional class of enzymes (SNO synthases), which catalyze denovo
837:
Field, L.; Dilts, R.V.; Ravichandran, R.; Lenhert, P.G.; Carnahan, G.E. (1978). "An unusually stable thionitrite from N-acetyl-D,L-penicillamine; X-ray crystal and molecular structure of 2-(acetylamino)-2-carboxy-1,1-dimethylethyl thionitrite".
781:
Goto, K.; Hino, Y.; Kawashima, T.; Kaminaga, M.; Yano, E.; Yamamoto, G.; Takagi, N.; Nagase, S. (2000). "Synthesis and crystal structure of a stable S-nitrosothiol bearing a novel steric protection group and of the corresponding S-nitrothiol".
809:
Bartberger, M.D.; Houk, K.N.; Powell, S.C.; Mannion, J.D.; Lo, K.Y.; Stamler, J.S.; Toone, E.J. (2000). "Theory, Spectroscopy, and
Crystallographic Analysis ofS-Nitrosothiols: Conformational Distribution Dictates Spectroscopic Behavior".
20:
938:
684:
Arulsamy, N.; Bohle, D. S.; Butt, J. A.; Irvine, G. J.; Jordan, P. A.; Sagan, E. (1999). "Interrelationships between
Conformational Dynamics and the Redox Chemistry of S-Nitrosothiols".
931:
2071:
711:
Wang, P. G.; Xian, M.; Tang, X.; Wu, X.; Wen, Z.; Cai, T.; Janczuk, A. J. (2002). "Nitric Oxide Donors: Chemical
Activities and Biological Applications".
924:
577:
1700:
2126:
1385:
881:
1551:
1738:
1064:
407:
1355:
746:
Byler, D. M.; Susi, H (1981). "Vibrational spectra and normal coordinate analysis of methyl thionitrite and isotopic analogs".
439:
1460:
176:-nitrosothiols are composed of small molecules, peptides and proteins. The addition of a nitroso group to a sulfur atom of an
2140:
452:
193:
1822:
1690:
2228:
1390:
1214:
2076:
1887:
1360:
1100:
373:
These reactions are, however, generally slow equilibria and require distillatory removal of the product to proceed.
2253:
2248:
1959:
1845:
1778:
1645:
1224:
873:
2258:
1110:
998:
1917:
1791:
1708:
1350:
1605:
1897:
1728:
1595:
2157:
1768:
1685:
1417:
1229:
1105:
2057:
1964:
1713:
1445:
2154:
1858:
1804:
1667:
1654:
1412:
1115:
283:
Once formed, these deeply colored compounds are often thermally unstable with respect to formation of the
1773:
1375:
1345:
2081:
1763:
1578:
1365:
241:
1718:
1422:
1370:
1194:
1189:
104:
and thus best rationalize the chemistry of NO-based signaling in living systems, especially related to
2003:
1600:
1340:
1209:
1199:
120:-nitrosothiols into the bloodstream under low-oxygen conditions, causing the blood vessels to dilate.
1615:
1610:
1440:
1427:
1380:
1204:
1130:
1120:
755:
430:
145:
2091:
2021:
1039:
1758:
1743:
1521:
1501:
1470:
1322:
1279:
1044:
1024:
1019:
1014:
953:
274:
2026:
1817:
1748:
1496:
1475:
1902:
1635:
1029:
1009:
1937:
1932:
1546:
1541:
1465:
1299:
1160:
1155:
1150:
1145:
989:
877:
728:
666:
617:
573:
567:
548:
499:
381:
36:
1927:
1922:
1912:
1892:
1625:
1140:
1973:
1567:
1536:
1450:
1401:
1294:
1245:
1125:
843:
819:
791:
763:
720:
693:
656:
648:
609:
538:
530:
491:
377:
137:
55:
51:
1723:
1335:
470:
2161:
1832:
1620:
1455:
1219:
160:
759:
495:
2181:
1840:
1733:
1630:
1317:
1304:
950:
661:
636:
543:
518:
109:
795:
519:"Hypoxic vasodilation by red blood cells: evidence for an S-nitrosothiol-based signal"
2242:
2122:
1871:
1680:
1309:
1289:
1284:
1269:
767:
129:
916:
2199:
2175:
1506:
1274:
974:
961:
947:
245:
203:
105:
101:
89:
866:
534:
418:
2212:
1983:
1907:
1516:
1511:
1396:
1237:
1135:
979:
482:
Zhang Y.; Hogg, N. (2005). "S-Nitrosothiols: cellular formation and transport".
342:
298:
189:
93:
652:
151:
in airway lining fluid) and shown to represent a main source of NO bioactivity
2185:
2165:
2099:
1753:
1170:
1165:
1054:
1034:
177:
600:
Gaston, B.; et al. (2003). "S-Nitrosylation
Signaling in Cell Biology".
2171:
2130:
1993:
1988:
1049:
359:
and they can transfer nitroso groups to other nucleophiles, including other
284:
231:
732:
670:
621:
552:
503:
2205:
cGMP preferring PDE inhibitors (e.g., sildenafil, paraxanthine, tadalafil)
2192:
2148:
2134:
2049:
1951:
1640:
1531:
1078:
969:
847:
167:
132:
to serve as intermediates in the action of organic nitrates, endogenous
2112:
1978:
1491:
1486:
1435:
1254:
1249:
1175:
1095:
1084:
613:
59:
823:
724:
697:
226:
The prefix "S" indicates that the NO group is attached to sulfur. The
2208:
2104:
1998:
1561:
63:
159:-nitrosothiols have been implicated as primary mediators of protein
170:
thiol that provides ubiquitous regulation of protein function.
417:
360:
67:
18:
214:-nitrosylation. NOSs ultimately target specific Cys residues for
2086:
2013:
1587:
262:
Other methods for their synthesis. They can be synthesized from
920:
517:
Diesen, Diana L.; Douglas T. Hess; Jonathan S. Stamler (2008).
19:
297:
That equation reverses under irradiation. Nitrosothiols also
566:
Ernst van
Faassen; Anatoly Fyodorovich Vanin (7 May 2007).
641:
American
Journal of Respiratory and Critical Care Medicine
202:-Nitrosylated proteins (SNO-proteins) serve to transmit
970:
Nitroxyl anion (NO; oxonitrate(1-), hyponitrite anion)
569:
Radicals for life: the various forms of nitric oxide
230:
angle is near 114Β°, reflecting the influence of the
2039:
2012:
1950:
1880:
1831:
1699:
1586:
1577:
1560:
1461:
Methylamine hexamethylene methylamine/NO (MAHMA/NO)
1077:
997:
988:
960:
192:. This is a reversible process and a major form of
865:
1275:Amyl nitrite (isoamyl nitrite, isopentyl nitrite)
637:"S-Nitrosothiol Signaling in Respiratory Biology"
112:, for instance, carry an essential reservoir of
1136:Naproxcinod (nitronaproxen; AZD-3582, HCT-3012)
88:-Nitrosothiols have received much attention in
16:Organic compounds or groups of the form βSβN=O
1552:N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide
1111:Ethylene glycol dinitrate (EGDN; nitroglycol)
932:
8:
1583:
1574:
994:
939:
925:
917:
1295:Isobutyl nitrite (2-methylpropyl nitrite)
1205:Nitroglycerin (glyceryl trinitrate (GTN))
660:
542:
92:because they serve as donors of both the
908:
896:
686:Journal of the American Chemical Society
390:
330:
301:amines in a similarly radical reaction:
269:
265:
254:
74:-Nitrosothiols have the general formula
1371:S-Nitrosocysteine (SNC, CysNO, SNO-Cys)
1361:S-Nitroso-N-valerylpenicillamine (SNVP)
859:
857:
463:
1356:S-Nitroso-N-acetylpenicillamine (SNAP)
1230:Sodium trioxodinitrate (Angeli's salt)
864:Williams, D. L. H. (1988).
7:
2191:non-selective PDE inhibitors (e.g.,
975:Nitric oxide (NO; nitrogen monoxide)
406:-Nitrosothiols can be detected with
1215:Pentaerithrityl tetranitrate (PETN)
1101:Diethylene glycol dinitrate (DEGDN)
496:10.1016/j.freeradbiomed.2004.12.016
2120:Indirect/downstream NO modulators:
1888:Asymmetric dimethylarginine (ADMA)
136:-nitrosothiols were discovered by
14:
1918:Nitroarginine methyl ester (NAME)
1381:S-Nitrosoglutathione (GSNO, SNOG)
1351:S-Nitroso-N-acetylcysteine (SNAC)
1225:Propylene glycol dinitrate (PGDN)
980:Nitrosonium (NO; nitrosyl cation)
484:Free Radical Biology and Medicine
180:residue of a protein is known as
635:Gaston, B.; et al. (2006).
166:, the oxidative modification of
1446:Diethylenetriamine/NO (DETA/NO)
116:-nitrosohemoglobin and release
1646:N-(1-Iminoethyl)-L-ornithine (
453:S-Nitrosotriphenylmethanethiol
384:replaces the nitrosonium ion:
240:-Nitrosothiols may arise from
194:posttranslational modification
144:-nitrosoalbumin in plasma and
1:
2229:Receptor/signaling modulators
1898:Guanidinoethyldisulfide (GED)
1116:Isosorbide mononitrate (ISMN)
1106:Erythritol tetranitrate (ETN)
796:10.1016/S0040-4039(00)01487-8
535:10.1161/CIRCRESAHA.108.176867
349:) upon treatment with acids:
1366:S-Nitrosocaptopril (SNO-Cap)
1195:Nitroflurbiprofen (HCT-1026)
1190:Nitroatorvastatin (NCX-6560)
768:10.1016/0022-2860(81)85264-7
471:"Nitroso" IUPAC nomenclature
280:(tBuONO) are commonly used.
1841:Aminoguanidine (pimagedine)
1734:Aminoguanidine (pimagedine)
1631:Aminoguanidine (pimagedine)
1395:N-Nitroso compounds (e.g.,
1210:Nitropravastatin (NCX-6550)
1121:Isosorbide dinitrate (ISDN)
840:J. Chem. Soc. Chem. Commun.
572:. Elsevier. pp. 204β.
368:RSNO + R'SH β RSH + R'SNO
82:denotes an organic group.
31:denotes some organic group.
2275:
2127:AT-II receptor antagonists
1872:Nitroarginine (NNA, NOARG)
1709:1-Amino-2-hydroxyguanidine
1681:Nitroarginine (NNA, NOARG)
1428:Sodium nitroprusside (SNP)
653:10.1164/rccm.200510-1584PP
234:of electrons on nitrogen.
2222:
876:. pp. 174β175, 180.
1606:3-Chloro-5-nitroindazole
1441:Diethylamine/NO (DEA/NO)
1413:Metal nitrosyl complexes
1341:S-Nitrosoalbumin (SNALB)
1035:Cinaciguat (BAY 58-2667)
128:Originally suggested by
2198:PDE9 inhibitors (e.g.,
1686:Pentamidine isethionate
1596:3-Bromo-7-nitroindazole
1483:Heterocyclic compounds:
1007:Activators/stimulators:
602:Molecular Interventions
341:-Nitrosothiols release
253:RSH + HONO β RSNO + H
222:Structure and reactions
2155:L-Type calcium channel
426:
389:2 RSNO + Hg β Hg(SR)
319:NNO + 2 (RS)
292:2 RSNO β RSSR + 2 NO
62:group attached to the
32:
1759:Cindunistat (SD-6010)
1714:2-Ethylaminoguanidine
1471:Spermine/NO (SPER/NO)
1268:O-Nitroso compounds (
421:
354:RSNO + H β RSH + NO
305:4 RSNO + 2R
22:
2145:receptor antagonists
1818:Ronopterin (VAS-203)
1517:Molsidomine (SIN-10)
1438:(diazeniumdiolates):
1418:Roussin's black salt
1131:Mannitol hexanitrate
874:Cambridge University
848:10.1039/c39780000249
523:Circulation Research
447:-acetylpenicillamine
1512:Linsidomine (SIN-1)
1409:Nitrosyl compounds:
1376:S-Nitrosodiclofenac
1346:S-Nitrosated AR545C
1331:S-Nitroso compounds
784:Tetrahedron Letters
760:1981JMoSt..77...25B
434:-Nitrosoglutathione
425:-Nitrosoglutathione
408:UV-vis spectroscopy
149:-nitrosoglutathione
1423:Roussin's red salt
1280:Cyclohexyl nitrite
1171:Nipradilol (K-351)
614:10.1124/mi.3.5.253
427:
312:NH β 2 R
287:and nitric oxide:
184:-nitrosylation or
33:
2254:Nitroso compounds
2249:Functional groups
2236:
2235:
2061:
2052:
2035:
2034:
1968:
1946:
1945:
1866:
1862:
1853:
1849:
1846:N-(1-Iminoethyl)-
1812:
1808:
1799:
1795:
1792:N-(1-Iminoethyl)-
1786:
1782:
1779:N-(1-Iminoethyl)-
1719:2-Iminopiperidine
1675:
1671:
1662:
1658:
1649:
1571:
1300:Isopropyl nitrite
1246:Nitroso compounds
1088:
1073:
1072:
872:. Cambridge, UK:
824:10.1021/ja994476y
818:(24): 5889β5890.
790:(44): 8479β8483.
725:10.1021/cr000040l
698:10.1021/ja9901314
692:(30): 7115β7123.
647:(11): 1186β1193.
579:978-0-444-52236-8
155:. More recently,
56:functional groups
52:organic compounds
37:organic chemistry
2266:
2259:Sulfur compounds
2162:dihydropyridines
2062:-arginine (NOHA)
2059:
2050:
2004:alpha aminoacids
1974:chlorogenic acid
1969:-arginine (NOHA)
1966:
1864:
1860:
1851:
1847:
1810:
1806:
1797:
1793:
1784:
1780:
1673:
1669:
1660:
1656:
1647:
1601:3-Chloroindazole
1584:
1575:
1565:
1263:
1262:
1200:Nitrofluvastatin
1184:
1183:
1126:Itramin tosilate
1082:
995:
941:
934:
927:
918:
912:
906:
900:
894:
888:
887:
871:
861:
852:
851:
834:
828:
827:
812:J. Am. Chem. Soc
806:
800:
799:
778:
772:
771:
743:
737:
736:
719:(4): 1091β1134.
713:Chemical Reviews
708:
702:
701:
681:
675:
674:
664:
632:
626:
625:
597:
591:
590:
588:
586:
563:
557:
556:
546:
514:
508:
507:
479:
473:
468:
394:
378:Saville reaction
369:
355:
348:
334:
315:
308:
293:
272:
258:
229:
140:and colleagues (
99:
77:
46:, also known as
23:Structure of an
2274:
2273:
2269:
2268:
2267:
2265:
2264:
2263:
2239:
2238:
2237:
2232:
2218:
2182:PDE5 inhibitors
2144:
2108:
2095:
2031:
2008:
1942:
1876:
1827:
1695:
1621:7-Nitroindazole
1616:6-Nitroindazole
1611:5-Nitroindazole
1564:
1556:
1333:(thionitrites):
1261:
1258:
1257:
1256:
1220:Propatylnitrate
1182:
1179:
1178:
1177:
1081:
1069:
984:
956:
945:
915:
907:
903:
895:
891:
884:
863:
862:
855:
836:
835:
831:
808:
807:
803:
780:
779:
775:
745:
744:
740:
710:
709:
705:
683:
682:
678:
634:
633:
629:
599:
598:
594:
584:
582:
580:
565:
564:
560:
516:
515:
511:
481:
480:
476:
469:
465:
461:
416:
401:
392:
388:
367:
353:
346:
332:
328:
326:
322:
318:
313:
311:
306:
291:
271:
267:
263:
256:
252:
227:
224:
126:
124:In biochemistry
110:Red blood cells
97:
75:
27:βnitrosothiol.
17:
12:
11:
5:
2272:
2270:
2262:
2261:
2256:
2251:
2241:
2240:
2234:
2233:
2223:
2220:
2219:
2217:
2216:
2206:
2203:
2196:
2189:
2179:
2169:
2152:
2142:
2138:
2123:ACE inhibitors
2116:
2115:
2110:
2106:
2102:
2097:
2093:
2089:
2084:
2079:
2074:
2065:
2064:
2055:
2043:
2041:
2037:
2036:
2033:
2032:
2030:
2029:
2024:
2018:
2016:
2010:
2009:
2007:
2006:
2001:
1996:
1991:
1986:
1981:
1976:
1971:
1962:
1956:
1954:
1948:
1947:
1944:
1943:
1941:
1940:
1935:
1930:
1925:
1920:
1915:
1910:
1905:
1900:
1895:
1890:
1884:
1882:
1878:
1877:
1875:
1874:
1869:
1856:
1843:
1837:
1835:
1829:
1828:
1826:
1825:
1820:
1815:
1802:
1789:
1776:
1771:
1766:
1761:
1756:
1751:
1746:
1741:
1736:
1731:
1726:
1721:
1716:
1711:
1705:
1703:
1697:
1696:
1694:
1693:
1688:
1683:
1678:
1665:
1652:
1643:
1638:
1633:
1628:
1623:
1618:
1613:
1608:
1603:
1598:
1592:
1590:
1581:
1572:
1558:
1557:
1555:
1554:
1549:
1544:
1539:
1534:
1525:
1524:
1519:
1514:
1509:
1494:
1479:
1478:
1473:
1468:
1463:
1458:
1453:
1448:
1443:
1431:
1430:
1425:
1420:
1405:
1404:
1388:
1383:
1378:
1373:
1368:
1363:
1358:
1353:
1348:
1343:
1338:
1326:-Butyl nitrite
1320:
1318:Pentyl nitrite
1315:
1313:-Butyl nitrite
1307:
1305:Methyl nitrite
1302:
1297:
1292:
1287:
1282:
1277:
1270:alkyl nitrites
1259:
1241:
1240:
1235:
1232:
1227:
1222:
1217:
1212:
1207:
1202:
1197:
1192:
1187:
1180:
1173:
1168:
1163:
1158:
1153:
1148:
1143:
1138:
1133:
1128:
1123:
1118:
1113:
1108:
1103:
1091:
1089:
1075:
1074:
1071:
1070:
1068:
1067:
1058:
1057:
1052:
1047:
1042:
1037:
1032:
1027:
1022:
1017:
1012:
1003:
1001:
992:
986:
985:
983:
982:
977:
972:
966:
964:
958:
957:
946:
944:
943:
936:
929:
921:
914:
913:
911:, p. 181.
901:
899:, p. 182.
889:
882:
853:
842:(6): 249β250.
829:
801:
773:
754:(1β2): 25β36.
748:J. Mol. Struct
738:
703:
676:
627:
592:
578:
558:
509:
490:(7): 831β838.
474:
462:
460:
457:
456:
455:
450:
437:
415:
412:
400:
397:
396:
395:
371:
370:
357:
356:
336:
335:
324:
320:
316:
309:
295:
294:
278:-butyl nitrite
260:
259:
223:
220:
164:-nitrosylation
125:
122:
44:-nitrosothiols
15:
13:
10:
9:
6:
4:
3:
2:
2271:
2260:
2257:
2255:
2252:
2250:
2247:
2246:
2244:
2231:
2230:
2227:
2221:
2214:
2210:
2207:
2204:
2201:
2197:
2194:
2190:
2187:
2183:
2180:
2177:
2173:
2170:
2167:
2163:
2159:
2156:
2153:
2150:
2146:
2139:
2136:
2132:
2128:
2124:
2121:
2118:
2117:
2114:
2111:
2109:
2103:
2101:
2098:
2096:
2090:
2088:
2085:
2083:
2080:
2078:
2075:
2073:
2070:
2067:
2066:
2063:
2056:
2054:
2048:
2045:
2044:
2042:
2038:
2028:
2025:
2023:
2022:Calmidazolium
2020:
2019:
2017:
2015:
2011:
2005:
2002:
2000:
1997:
1995:
1992:
1990:
1987:
1985:
1982:
1980:
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1970:
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1961:
1958:
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1953:
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1931:
1929:
1926:
1924:
1921:
1919:
1916:
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1911:
1909:
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1901:
1899:
1896:
1894:
1891:
1889:
1886:
1885:
1883:
1879:
1873:
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1868:
1857:
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1842:
1839:
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1824:
1821:
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1803:
1801:
1790:
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1777:
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1666:
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1569:
1563:
1559:
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1540:
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1535:
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1527:
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1523:
1520:
1518:
1515:
1513:
1510:
1508:
1505:
1503:
1498:
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1477:
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1469:
1467:
1464:
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1454:
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1433:
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1426:
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1416:
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1407:
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1400:
1398:
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1389:
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1379:
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1369:
1367:
1364:
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1359:
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1354:
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1339:
1337:
1334:
1332:
1327:
1325:
1321:
1319:
1316:
1314:
1312:
1308:
1306:
1303:
1301:
1298:
1296:
1293:
1291:
1290:Hexyl nitrite
1288:
1286:
1285:Ethyl nitrite
1283:
1281:
1278:
1276:
1273:
1271:
1265:
1253:
1251:
1247:
1243:
1242:
1239:
1236:
1233:
1231:
1228:
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1198:
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1159:
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1129:
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1099:
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1038:
1036:
1033:
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1028:
1026:
1023:
1021:
1018:
1016:
1013:
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1008:
1005:
1004:
1002:
1000:
996:
993:
991:
987:
981:
978:
976:
973:
971:
968:
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965:
963:
959:
955:
952:
949:
942:
937:
935:
930:
928:
923:
922:
919:
910:
909:Williams 1988
905:
902:
898:
897:Williams 1988
893:
890:
885:
883:0-521-26796-X
879:
875:
870:
869:
860:
858:
854:
849:
845:
841:
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821:
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813:
805:
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797:
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749:
742:
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734:
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687:
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668:
663:
658:
654:
650:
646:
642:
638:
631:
628:
623:
619:
615:
611:
608:(5): 253β63.
607:
603:
596:
593:
581:
575:
571:
570:
562:
559:
554:
550:
545:
540:
536:
532:
529:(5): 545β53.
528:
524:
520:
513:
510:
505:
501:
497:
493:
489:
485:
478:
475:
472:
467:
464:
458:
454:
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448:
446:
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438:
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429:
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398:
387:
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366:
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352:
351:
350:
344:
340:
304:
303:
302:
300:
290:
289:
288:
286:
281:
279:
277:
251:
250:
249:
248:and a thiol:
247:
243:
239:
235:
233:
221:
219:
217:
213:
209:
205:
201:
197:
196:of proteins.
195:
191:
187:
183:
179:
175:
171:
169:
165:
163:
158:
154:
150:
148:
143:
139:
135:
131:
123:
121:
119:
115:
111:
107:
103:
95:
91:
87:
83:
81:
73:
69:
65:
61:
58:containing a
57:
53:
49:
45:
43:
38:
30:
26:
21:
2225:
2224:
2200:paraxanthine
2176:beta blocker
2119:
2068:
2046:
1850:-ornithine (
1783:-ornithine (
1528:
1507:Feprosidnine
1502:Sydnonimines
1500:
1485:
1482:
1434:
1411:
1408:
1397:nitrosamines
1394:
1330:
1329:
1323:
1310:
1267:
1244:
1094:
1061:
1040:GSK-2181236A
1006:
948:Nitric oxide
904:
892:
867:
839:
832:
815:
811:
804:
787:
783:
776:
751:
747:
741:
716:
712:
706:
689:
685:
679:
644:
640:
630:
605:
601:
595:
583:. Retrieved
568:
561:
526:
522:
512:
487:
483:
477:
466:
444:
440:
431:
422:
403:
402:
375:
372:
358:
338:
337:
296:
282:
275:
261:
246:nitrous acid
242:condensation
237:
236:
225:
215:
211:
207:
204:nitric oxide
199:
198:
185:
181:
173:
172:
161:
156:
152:
146:
141:
133:
127:
117:
113:
106:vasodilation
102:nitric oxide
90:biochemistry
85:
84:
79:
71:
48:thionitrites
47:
41:
40:
34:
28:
24:
2213:simvastatin
2047:Precursors:
1984:epicatechin
1908:Indospicine
1863:-arginine (
1809:-arginine (
1744:AR-C 102222
1672:-arginine (
1659:-arginine (
1522:Sydnonimine
1255:Nitrite (NO
1238:Trolnitrate
1234:Tenitramine
1176:Nitrate (NO
1062:Inhibitors:
1045:Praliciguat
1025:BAY 60-4552
1020:BAY 41-8543
1015:BAY 41-2272
868:Nitrosation
585:5 September
343:nitrosonium
190:nitrosation
94:nitrosonium
2243:Categories
2186:sildenafil
2166:nifedipine
2069:Cofactors:
2058:N-Hydroxy-
1965:N-Hydroxy-
1754:Canavanine
1749:BYK-191023
1568:inhibitors
1497:REC15/2739
1476:V-PYRRO/NO
1166:Nicorandil
1055:Vericiguat
954:modulators
459:References
178:amino acid
66:atom of a
2226:See also:
2172:Nebivolol
2131:captopril
2053:-Arginine
1994:norvaline
1989:ornithine
1903:GW-273629
1859:N-Methyl-
1805:N-Methyl-
1796:-lysine (
1668:N-Propyl-
1655:N-Methyl-
1636:ARL-17477
1529:Unsorted:
1079:NO donors
1050:Riociguat
1030:BI-703704
1010:Ataciguat
951:signaling
443:-Nitroso-
399:Detection
327:O +
323: + N
299:nitrosate
285:disulfide
232:lone pair
2193:caffeine
2158:blockers
2149:bosentan
2135:losartan
1952:Arginase
1938:VAS-2381
1933:ONO-1714
1881:Unsorted
1641:Indazole
1547:FR146881
1542:FR144220
1532:Cimlanod
1487:Furoxans
1466:PROLI/NO
1436:NONOates
1386:SNO-t-PA
1250:nitrites
1161:NCX-4215
1156:NCX 4040
1151:NCX-4016
1146:NCX-2216
1096:Nitrates
1085:prodrugs
733:11942788
671:16528016
622:14993439
553:18658051
504:15749378
414:Examples
168:cysteine
78:, where
2211:(e.g.,
2209:Statins
2184:(e.g.,
2160:(e.g.,
2147:(e.g.,
2129:(e.g.,
1979:ginseng
1928:NXN-462
1923:NCX-456
1913:KD-7040
1893:CKD-712
1626:A-84643
1492:Furoxan
1391:SNO-vWF
1141:NCX-466
990:Targets
756:Bibcode
662:2662966
544:2763414
382:mercury
376:In the
153:in vivo
138:Stamler
130:Ignarro
100:and of
76:RβSβN=O
60:nitroso
2040:Others
1999:lysine
1562:Enzyme
1537:FK-409
1451:GLO/NO
1402:SIN-1A
880:
731:
669:
659:
620:
576:
551:
541:
502:
449:(SNAP)
436:(GSNO)
393:+ 2 NO
361:thiols
345:ions (
64:sulfur
50:, are
2072:NADPH
1867:-NMA)
1854:-NIO)
1813:-NMA)
1800:-NIL)
1787:-NIO)
1729:AEITU
1724:1400W
1676:-NPA)
1663:-NMA)
1650:-NIO)
1336:LA810
962:Forms
244:from
228:S-N-O
68:thiol
2087:Heme
2014:CAMK
1833:eNOS
1823:TRIM
1774:MITU
1769:IPTU
1764:EITU
1701:iNOS
1691:TRIM
1588:nNOS
1456:JS-K
1324:tert
878:ISBN
729:PMID
667:PMID
618:PMID
587:2011
574:ISBN
549:PMID
500:PMID
276:tert
273:and
96:ion
2100:CaM
2082:FMN
2077:FAD
2027:W-7
1960:ABH
1739:AMT
1579:NOS
1065:ODQ
999:sGC
844:doi
820:doi
816:122
792:doi
764:doi
721:doi
717:102
694:doi
690:121
657:PMC
649:doi
645:173
610:doi
539:PMC
531:doi
527:103
492:doi
54:or
35:In
2245::
2164::
2141:ET
2133:,
2113:Ca
2092:BH
1499:;
1399:):
1393:;
1328:;
1272:):
1266:;
856:^
814:.
788:41
786:.
762:.
752:77
750:.
727:.
715:.
688:.
665:.
655:.
643:.
639:.
616:.
604:.
547:.
537:.
525:.
521:.
498:.
488:38
486:.
410:.
380:,
363::
347:NO
108:.
98:NO
70:.
39:,
2215:)
2202:)
2195:)
2188:)
2178:)
2174:(
2168:)
2151:)
2143:B
2137:)
2125:/
2107:2
2105:O
2094:4
2060:L
2051:L
1967:L
1865:L
1861:L
1852:L
1848:L
1811:L
1807:L
1798:L
1794:L
1785:L
1781:L
1674:L
1670:L
1661:L
1657:L
1648:L
1570:)
1566:(
1504::
1489::
1415::
1311:n
1264:)
1260:2
1252::
1248:/
1185:)
1181:3
1098::
1087:)
1083:(
940:e
933:t
926:v
886:.
850:.
846::
826:.
822::
798:.
794::
770:.
766::
758::
735:.
723::
700:.
696::
673:.
651::
624:.
612::
606:3
589:.
555:.
533::
506:.
494::
445:N
441:S
432:S
423:S
404:S
391:2
339:S
333:O
331:2
329:H
325:2
321:2
317:2
314:β²
310:2
307:β²
270:3
268:O
266:2
264:N
257:O
255:2
238:S
216:S
212:S
208:S
200:S
188:-
186:S
182:S
174:S
162:S
157:S
147:S
142:S
134:S
118:S
114:S
86:S
80:R
72:S
42:S
29:R
25:S
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