20:
152:"Characterization of nitric oxide-stimulated ADP-ribosylation of various proteins from the mouse macrophage cell line ANA-1 using sodium nitroprusside and the novel nitric oxide-donating compound diethylamine dinitric oxide"
128:
of DPTA NONOate is 300 minutes. This is often useful in biological systems, where a combination of different NONOates can be used to give a sustained release of nitric oxide. At pH 5.0, most NONOates are considered to
238:
231:
106:
can also be used) and incubated at room temperature for the desired time to allow NO to accumulate in solution. This is often visible as bubbles at high NONOate
1371:
224:
94:) and can be stored at −20 °C in this way for the short term. To generate NO from NONOates, the pH is lowered accordingly. Typically, a
193:
Joseph A. Hrabie; John R. Klose; David A. Wink; Larry K. Keefer (1993). "New nitric oxide-releasing zwitterions derived from polyamines".
1000:
1426:
685:
851:
151:
1038:
364:
121:) in phosphate buffer at pH 7.4. For example, the half-life of MAHMA NONOate under these conditions is ~3.5 minutes, whilst the
655:
760:
1440:
1122:
990:
1528:
690:
514:
1548:
1376:
1187:
660:
400:
1553:
1259:
1145:
1078:
945:
524:
410:
298:
1217:
1091:
1008:
650:
905:
1197:
1028:
895:
1457:
1068:
985:
717:
529:
405:
1357:
1264:
1013:
745:
1454:
1158:
1104:
967:
954:
712:
415:
130:
1073:
675:
645:
1381:
1063:
878:
665:
1018:
722:
670:
494:
489:
1303:
900:
640:
509:
499:
915:
910:
740:
727:
680:
504:
430:
420:
19:
1391:
1321:
339:
1058:
1043:
821:
801:
770:
622:
579:
344:
324:
319:
314:
253:
111:
1326:
1117:
1048:
796:
775:
1202:
935:
329:
309:
1237:
1232:
846:
841:
765:
599:
460:
455:
450:
445:
289:
163:
1227:
1222:
1212:
1192:
925:
440:
1273:
867:
836:
750:
701:
594:
545:
425:
202:
91:
59:
36:
1023:
635:
1461:
1132:
920:
755:
519:
171:
1481:
1140:
1033:
930:
630:
617:
604:
250:
1542:
1422:
1171:
980:
609:
589:
584:
569:
107:
216:
1499:
1475:
806:
574:
274:
261:
247:
71:
1512:
1283:
1207:
816:
811:
696:
537:
435:
279:
1485:
1465:
1399:
1053:
470:
465:
354:
334:
1471:
1430:
1293:
1288:
349:
110:. Incubation time is important, since the different NONOates have different
99:
95:
28:
1505:
cGMP preferring PDE inhibitors (e.g., sildenafil, paraxanthine, tadalafil)
167:
1492:
1448:
1434:
1349:
1251:
940:
831:
378:
269:
83:
63:
52:
206:
1412:
1278:
791:
786:
554:
549:
475:
395:
384:
1508:
1404:
1298:
861:
150:
L. A. Sheffler; D. A. Wink; G. Melillo; G. W. Cox (January 1, 1995).
67:
56:
40:
18:
1386:
1313:
887:
103:
220:
87:
51:. These compounds are unusual in having three sequential
270:
Nitroxyl anion (NO; oxonitrate(1-), hyponitrite anion)
1339:
1312:
1250:
1180:
1131:
999:
886:
877:
860:
761:
Methylamine hexamethylene methylamine/NO (MAHMA/NO)
377:
297:
288:
260:
575:Amyl nitrite (isoamyl nitrite, isopentyl nitrite)
436:Naproxcinod (nitronaproxen; AZD-3582, HCT-3012)
852:N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide
411:Ethylene glycol dinitrate (EGDN; nitroglycol)
232:
8:
98:of the stock NONOate solution is made in a
883:
874:
294:
239:
225:
217:
595:Isobutyl nitrite (2-methylpropyl nitrite)
505:Nitroglycerin (glyceryl trinitrate (GTN))
45:1,1-diethyl-2-hydroxy-2-nitrosohydrazine
23:The structure of a typical NONOate group
671:S-Nitrosocysteine (SNC, CysNO, SNO-Cys)
661:S-Nitroso-N-valerylpenicillamine (SNVP)
142:
656:S-Nitroso-N-acetylpenicillamine (SNAP)
530:Sodium trioxodinitrate (Angeli's salt)
78:pH-dependent decomposition of NONOates
62:, a bridging NO group, and a terminal
7:
1491:non-selective PDE inhibitors (e.g.,
275:Nitric oxide (NO; nitrogen monoxide)
515:Pentaerithrityl tetranitrate (PETN)
401:Diethylene glycol dinitrate (DEGDN)
1420:Indirect/downstream NO modulators:
1188:Asymmetric dimethylarginine (ADMA)
14:
1218:Nitroarginine methyl ester (NAME)
681:S-Nitrosoglutathione (GSNO, SNOG)
651:S-Nitroso-N-acetylcysteine (SNAC)
525:Propylene glycol dinitrate (PGDN)
280:Nitrosonium (NO; nitrosyl cation)
43:groups. One example for this is
39:RRN−(NO)−N=O, where R and R are
746:Diethylenetriamine/NO (DETA/NO)
946:N-(1-Iminoethyl)-L-ornithine (
70:, these compounds release NO (
1:
1529:Receptor/signaling modulators
1198:Guanidinoethyldisulfide (GED)
416:Isosorbide mononitrate (ISMN)
406:Erythritol tetranitrate (ETN)
666:S-Nitrosocaptopril (SNO-Cap)
495:Nitroflurbiprofen (HCT-1026)
490:Nitroatorvastatin (NCX-6560)
156:Journal of Leukocyte Biology
82:Most NONOates are stable in
1141:Aminoguanidine (pimagedine)
1034:Aminoguanidine (pimagedine)
931:Aminoguanidine (pimagedine)
695:N-Nitroso compounds (e.g.,
510:Nitropravastatin (NCX-6550)
421:Isosorbide dinitrate (ISDN)
49:diethylamine dinitric oxide
16:Class of chemical compounds
1570:
1427:AT-II receptor antagonists
1172:Nitroarginine (NNA, NOARG)
1009:1-Amino-2-hydroxyguanidine
981:Nitroarginine (NNA, NOARG)
728:Sodium nitroprusside (SNP)
1522:
35:is a compound having the
906:3-Chloro-5-nitroindazole
741:Diethylamine/NO (DEA/NO)
713:Metal nitrosyl complexes
641:S-Nitrosoalbumin (SNALB)
335:Cinaciguat (BAY 58-2667)
133:almost instantaneously.
1498:PDE9 inhibitors (e.g.,
986:Pentamidine isethionate
896:3-Bromo-7-nitroindazole
783:Heterocyclic compounds:
307:Activators/stimulators:
66:group. In contact with
1455:L-Type calcium channel
90:8.0 (e. g. 10 mM
24:
1059:Cindunistat (SD-6010)
1014:2-Ethylaminoguanidine
771:Spermine/NO (SPER/NO)
568:O-Nitroso compounds (
174:on September 27, 2007
22:
1445:receptor antagonists
1118:Ronopterin (VAS-203)
817:Molsidomine (SIN-10)
738:(diazeniumdiolates):
718:Roussin's black salt
431:Mannitol hexanitrate
812:Linsidomine (SIN-1)
709:Nitrosyl compounds:
676:S-Nitrosodiclofenac
646:S-Nitrosated AR545C
631:S-Nitroso compounds
207:10.1021/jo00058a030
1549:Nitrosyl compounds
723:Roussin's red salt
580:Cyclohexyl nitrite
471:Nipradilol (K-351)
25:
1554:Functional groups
1536:
1535:
1361:
1352:
1335:
1334:
1268:
1246:
1245:
1166:
1162:
1153:
1149:
1146:N-(1-Iminoethyl)-
1112:
1108:
1099:
1095:
1092:N-(1-Iminoethyl)-
1086:
1082:
1079:N-(1-Iminoethyl)-
1019:2-Iminopiperidine
975:
971:
962:
958:
949:
871:
600:Isopropyl nitrite
546:Nitroso compounds
388:
373:
372:
1561:
1462:dihydropyridines
1362:-arginine (NOHA)
1359:
1350:
1304:alpha aminoacids
1274:chlorogenic acid
1269:-arginine (NOHA)
1266:
1164:
1160:
1151:
1147:
1110:
1106:
1097:
1093:
1084:
1080:
973:
969:
960:
956:
947:
901:3-Chloroindazole
884:
875:
865:
563:
562:
500:Nitrofluvastatin
484:
483:
426:Itramin tosilate
382:
295:
241:
234:
227:
218:
211:
210:
201:(6): 1472–1476.
190:
184:
183:
181:
179:
170:. Archived from
147:
102:buffer (pH 7.4;
60:functional group
37:chemical formula
1569:
1568:
1564:
1563:
1562:
1560:
1559:
1558:
1539:
1538:
1537:
1532:
1518:
1482:PDE5 inhibitors
1444:
1408:
1395:
1331:
1308:
1242:
1176:
1127:
995:
921:7-Nitroindazole
916:6-Nitroindazole
911:5-Nitroindazole
864:
856:
633:(thionitrites):
561:
558:
557:
556:
520:Propatylnitrate
482:
479:
478:
477:
381:
369:
284:
256:
245:
215:
214:
192:
191:
187:
177:
175:
149:
148:
144:
139:
127:
120:
86:solution above
80:
17:
12:
11:
5:
1567:
1565:
1557:
1556:
1551:
1541:
1540:
1534:
1533:
1523:
1520:
1519:
1517:
1516:
1506:
1503:
1496:
1489:
1479:
1469:
1452:
1442:
1438:
1423:ACE inhibitors
1416:
1415:
1410:
1406:
1402:
1397:
1393:
1389:
1384:
1379:
1374:
1365:
1364:
1355:
1343:
1341:
1337:
1336:
1333:
1332:
1330:
1329:
1324:
1318:
1316:
1310:
1309:
1307:
1306:
1301:
1296:
1291:
1286:
1281:
1276:
1271:
1262:
1256:
1254:
1248:
1247:
1244:
1243:
1241:
1240:
1235:
1230:
1225:
1220:
1215:
1210:
1205:
1200:
1195:
1190:
1184:
1182:
1178:
1177:
1175:
1174:
1169:
1156:
1143:
1137:
1135:
1129:
1128:
1126:
1125:
1120:
1115:
1102:
1089:
1076:
1071:
1066:
1061:
1056:
1051:
1046:
1041:
1036:
1031:
1026:
1021:
1016:
1011:
1005:
1003:
997:
996:
994:
993:
988:
983:
978:
965:
952:
943:
938:
933:
928:
923:
918:
913:
908:
903:
898:
892:
890:
881:
872:
858:
857:
855:
854:
849:
844:
839:
834:
825:
824:
819:
814:
809:
794:
779:
778:
773:
768:
763:
758:
753:
748:
743:
731:
730:
725:
720:
705:
704:
688:
683:
678:
673:
668:
663:
658:
653:
648:
643:
638:
626:-Butyl nitrite
620:
618:Pentyl nitrite
615:
613:-Butyl nitrite
607:
605:Methyl nitrite
602:
597:
592:
587:
582:
577:
570:alkyl nitrites
559:
541:
540:
535:
532:
527:
522:
517:
512:
507:
502:
497:
492:
487:
480:
473:
468:
463:
458:
453:
448:
443:
438:
433:
428:
423:
418:
413:
408:
403:
391:
389:
375:
374:
371:
370:
368:
367:
358:
357:
352:
347:
342:
337:
332:
327:
322:
317:
312:
303:
301:
292:
286:
285:
283:
282:
277:
272:
266:
264:
258:
257:
246:
244:
243:
236:
229:
221:
213:
212:
185:
162:(1): 152–159.
141:
140:
138:
135:
125:
118:
108:concentrations
79:
76:
15:
13:
10:
9:
6:
4:
3:
2:
1566:
1555:
1552:
1550:
1547:
1546:
1544:
1531:
1530:
1527:
1521:
1514:
1510:
1507:
1504:
1501:
1497:
1494:
1490:
1487:
1483:
1480:
1477:
1473:
1470:
1467:
1463:
1459:
1456:
1453:
1450:
1446:
1439:
1436:
1432:
1428:
1424:
1421:
1418:
1417:
1414:
1411:
1409:
1403:
1401:
1398:
1396:
1390:
1388:
1385:
1383:
1380:
1378:
1375:
1373:
1370:
1367:
1366:
1363:
1356:
1354:
1348:
1345:
1344:
1342:
1338:
1328:
1325:
1323:
1322:Calmidazolium
1320:
1319:
1317:
1315:
1311:
1305:
1302:
1300:
1297:
1295:
1292:
1290:
1287:
1285:
1282:
1280:
1277:
1275:
1272:
1270:
1263:
1261:
1258:
1257:
1255:
1253:
1249:
1239:
1236:
1234:
1231:
1229:
1226:
1224:
1221:
1219:
1216:
1214:
1211:
1209:
1206:
1204:
1201:
1199:
1196:
1194:
1191:
1189:
1186:
1185:
1183:
1179:
1173:
1170:
1168:
1157:
1155:
1144:
1142:
1139:
1138:
1136:
1134:
1130:
1124:
1121:
1119:
1116:
1114:
1103:
1101:
1090:
1088:
1077:
1075:
1072:
1070:
1067:
1065:
1062:
1060:
1057:
1055:
1052:
1050:
1047:
1045:
1042:
1040:
1037:
1035:
1032:
1030:
1027:
1025:
1022:
1020:
1017:
1015:
1012:
1010:
1007:
1006:
1004:
1002:
998:
992:
989:
987:
984:
982:
979:
977:
966:
964:
953:
951:
944:
942:
939:
937:
934:
932:
929:
927:
924:
922:
919:
917:
914:
912:
909:
907:
904:
902:
899:
897:
894:
893:
891:
889:
885:
882:
880:
876:
873:
869:
863:
859:
853:
850:
848:
845:
843:
840:
838:
835:
833:
830:
827:
826:
823:
820:
818:
815:
813:
810:
808:
805:
803:
798:
795:
793:
790:
788:
784:
781:
780:
777:
774:
772:
769:
767:
764:
762:
759:
757:
754:
752:
749:
747:
744:
742:
739:
737:
733:
732:
729:
726:
724:
721:
719:
716:
714:
710:
707:
706:
703:
700:
698:
692:
689:
687:
684:
682:
679:
677:
674:
672:
669:
667:
664:
662:
659:
657:
654:
652:
649:
647:
644:
642:
639:
637:
634:
632:
627:
625:
621:
619:
616:
614:
612:
608:
606:
603:
601:
598:
596:
593:
591:
590:Hexyl nitrite
588:
586:
585:Ethyl nitrite
583:
581:
578:
576:
573:
571:
565:
553:
551:
547:
543:
542:
539:
536:
533:
531:
528:
526:
523:
521:
518:
516:
513:
511:
508:
506:
503:
501:
498:
496:
493:
491:
488:
486:
474:
472:
469:
467:
464:
462:
459:
457:
454:
452:
449:
447:
444:
442:
439:
437:
434:
432:
429:
427:
424:
422:
419:
417:
414:
412:
409:
407:
404:
402:
399:
397:
393:
392:
390:
386:
380:
376:
366:
363:
360:
359:
356:
353:
351:
348:
346:
343:
341:
338:
336:
333:
331:
328:
326:
323:
321:
318:
316:
313:
311:
308:
305:
304:
302:
300:
296:
293:
291:
287:
281:
278:
276:
273:
271:
268:
267:
265:
263:
259:
255:
252:
249:
242:
237:
235:
230:
228:
223:
222:
219:
208:
204:
200:
196:
189:
186:
173:
169:
165:
161:
157:
153:
146:
143:
136:
134:
132:
124:
117:
113:
109:
105:
101:
97:
93:
89:
85:
77:
75:
73:
69:
65:
61:
58:
54:
50:
46:
42:
38:
34:
30:
21:
1525:
1524:
1500:paraxanthine
1476:beta blocker
1419:
1368:
1346:
1150:-ornithine (
1083:-ornithine (
828:
807:Feprosidnine
802:Sydnonimines
800:
785:
782:
735:
734:
711:
708:
697:nitrosamines
694:
629:
623:
610:
567:
544:
394:
361:
340:GSK-2181236A
306:
248:Nitric oxide
198:
195:J. Org. Chem
194:
188:
176:. Retrieved
172:the original
159:
155:
145:
122:
115:
104:tris buffers
81:
72:nitric oxide
48:
44:
32:
26:
1513:simvastatin
1347:Precursors:
1284:epicatechin
1208:Indospicine
1163:-arginine (
1109:-arginine (
1044:AR-C 102222
972:-arginine (
959:-arginine (
822:Sydnonimine
555:Nitrite (NO
538:Trolnitrate
534:Tenitramine
476:Nitrate (NO
362:Inhibitors:
345:Praliciguat
325:BAY 60-4552
320:BAY 41-8543
315:BAY 41-2272
1543:Categories
1486:sildenafil
1466:nifedipine
1369:Cofactors:
1358:N-Hydroxy-
1265:N-Hydroxy-
1054:Canavanine
1049:BYK-191023
868:inhibitors
797:REC15/2739
776:V-PYRRO/NO
466:Nicorandil
355:Vericiguat
254:modulators
137:References
112:half-lives
55:atoms: an
1526:See also:
1472:Nebivolol
1431:captopril
1353:-Arginine
1294:norvaline
1289:ornithine
1203:GW-273629
1159:N-Methyl-
1105:N-Methyl-
1096:-lysine (
968:N-Propyl-
955:N-Methyl-
936:ARL-17477
829:Unsorted:
379:NO donors
350:Riociguat
330:BI-703704
310:Ataciguat
251:signaling
178:April 25,
131:decompose
100:phosphate
29:chemistry
1493:caffeine
1458:blockers
1449:bosentan
1435:losartan
1252:Arginase
1238:VAS-2381
1233:ONO-1714
1181:Unsorted
941:Indazole
847:FR146881
842:FR144220
832:Cimlanod
787:Furoxans
766:PROLI/NO
736:NONOates
686:SNO-t-PA
550:nitrites
461:NCX-4215
456:NCX 4040
451:NCX-4016
446:NCX-2216
396:Nitrates
385:prodrugs
96:dilution
84:alkaline
64:nitrosyl
53:nitrogen
1511:(e.g.,
1509:Statins
1484:(e.g.,
1460:(e.g.,
1447:(e.g.,
1429:(e.g.,
1279:ginseng
1228:NXN-462
1223:NCX-456
1213:KD-7040
1193:CKD-712
926:A-84643
792:Furoxan
691:SNO-vWF
441:NCX-466
290:Targets
168:7530278
33:NONOate
1340:Others
1299:lysine
862:Enzyme
837:FK-409
751:GLO/NO
702:SIN-1A
166:
1372:NADPH
1167:-NMA)
1154:-NIO)
1113:-NMA)
1100:-NIL)
1087:-NIO)
1029:AEITU
1024:1400W
976:-NPA)
963:-NMA)
950:-NIO)
636:LA810
262:Forms
68:water
57:amine
47:, or
41:alkyl
1387:Heme
1314:CAMK
1133:eNOS
1123:TRIM
1074:MITU
1069:IPTU
1064:EITU
1001:iNOS
991:TRIM
888:nNOS
756:JS-K
624:tert
180:2007
164:PMID
92:NaOH
31:, a
1400:CaM
1382:FMN
1377:FAD
1327:W-7
1260:ABH
1039:AMT
879:NOS
365:ODQ
299:sGC
203:doi
74:).
27:In
1545::
1464::
1441:ET
1433:,
1413:Ca
1392:BH
799:;
699:):
693:;
628:;
572:):
566:;
199:58
197:.
160:57
158:.
154:.
88:pH
1515:)
1502:)
1495:)
1488:)
1478:)
1474:(
1468:)
1451:)
1443:B
1437:)
1425:/
1407:2
1405:O
1394:4
1360:L
1351:L
1267:L
1165:L
1161:L
1152:L
1148:L
1111:L
1107:L
1098:L
1094:L
1085:L
1081:L
974:L
970:L
961:L
957:L
948:L
870:)
866:(
804::
789::
715::
611:n
564:)
560:2
552::
548:/
485:)
481:3
398::
387:)
383:(
240:e
233:t
226:v
209:.
205::
182:.
126:½
123:t
119:½
116:t
114:(
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