286:
193:
446:
651:
570:
24:
676:
or 8 M urea. Ellman's original 1959 publication estimated the molar extinction at 13,600 M cm, and this value can be found in some modern applications of the method despite improved determinations. Commercial DTNB may not be completely pure, so may require
454:
426:
102:
520:
583:
910:
Riener, Christian K.; Kada, Gerald; Gruber, Hermann J. (2002-07-01). "Quick measurement of protein sulfhydryls with Ellman's reagent and with 4,4′-dithiodipyridine".
335:
704:
980:
516:
625:
In Ellman's original paper, he prepared this reagent by oxidizing 2-nitro-5-chlorobenzaldehyde to the carboxylic acid, introducing the thiol via
840:
645:
to give 2-nitro-5-thiobenzoate (TNB), which ionizes to the TNB dianion in water at neutral and alkaline pH. This TNB ion has a yellow color.
660:
This reaction is rapid and stoichiometric, with the addition of one mole of thiol releasing one mole of TNB. The TNB is quantified in a
1005:
864:
Riener CK, Kada G, Gruber HJ (2002). "Quick measurement of protein sulfhydryls with Ellman's reagent and with 4,4'-dithiodipyridine".
995:
300:
672: cm for dilute buffer solutions, and a coefficient of 13,700 M cm for high salt concentrations, such as 6 M
783:
Collier HB (1973). "Letter: A note on the molar absorptivity of reduced Ellman's reagent, 3-carboxylato-4-nitrothiophenolate".
688:
in both pure solutions and biological samples, such as blood. It can also measure the number of thiol groups on proteins.
678:
508:
964:
590:
490:
243:
309:
InChI=1S/C14H8N2O8S2/c17-13(18)9-5-7(1-3-11(9)15(21)22)25-26-8-2-4-12(16(23)24)10(6-8)14(19)20/h1-6H,(H,17,18)(H,19,20)
985:
319:
InChI=1/C14H8N2O8S2/c17-13(18)9-5-7(1-3-11(9)15(21)22)25-26-8-2-4-12(16(23)24)10(6-8)14(19)20/h1-6H,(H,17,18)(H,19,20)
264:
544:
445:
200:
536:
532:
720:
524:
188:
990:
150:
1000:
468:
438:
36:
281:
68:
943:
889:
665:
496:
504:
1010:
935:
927:
881:
846:
836:
800:
765:
661:
919:
873:
828:
792:
757:
358:
528:
252:
650:
512:
170:
285:
192:
130:
78:
642:
626:
561:
832:
974:
796:
761:
708:
669:
411:
181:
947:
893:
552:
500:
232:
685:
610:
482:
540:
923:
877:
823:
Riddles PW, Blakeley RL, Zerner B (1983). "Reassessment of Ellman's reagent".
398:
161:
931:
684:
Ellman's reagent can be used for measuring low-molecular mass thiols such as
478:
673:
939:
885:
769:
850:
804:
416:
240 to 245 °C (464 to 473 °F; 513 to 518 K) (decomposes)
219:
201:
664:
by measuring the absorbance of visible light at 412 nm, using an
474:
630:
141:
560:
Except where otherwise noted, data are given for materials in their
649:
614:
121:
101:
91:
548:
23:
269:
617:
groups in a sample. It was developed by George L. Ellman.
633:. Today, this reagent is readily available commercially.
613:
chemical used to quantify the number or concentration of
52:
5-(3-Carboxy-4-nitrophenyl)disulfanyl-2-nitrobenzoic acid
681:
to obtain completely accurate and reproducible results.
827:. Methods in Enzymology. Vol. 91. pp. 49–60.
578:
965:Quantitation of sulfhydryls DTNB, Ellman’s reagent
231:
629:, and coupling the monomer by oxidization with
77:
748:Ellman GL (1959). "Tissue sulfhydryl groups".
641:Thiols react with this compound, cleaving the
343:c1cc(c(cc1SSc2ccc(c(c2)C(=O)O)(=O))C(=O)O)(=O)
8:
284:
191:
169:
50:3,3′-Disulfanediylbis(6-nitrobenzoic acid)
41:5,5′-Disulfanediylbis(2-nitrobenzoic acid)
15:
818:
816:
814:
605:(5,5′-dithiobis-(2-nitrobenzoic acid) or
251:
743:
741:
967:(uses incorrect absorbance coefficient)
697:
340:
305:
280:
912:Analytical and Bioanalytical Chemistry
182:
721:"5,5'-Dithiobis(2-nitrobenzoic acid)"
654:Reaction of DTNB with a thiol (R-SH).
312:Key: KIUMMUBSPKGMOY-UHFFFAOYSA-N
149:
129:
7:
905:
903:
705:5,5′-Dithiobis(2-nitrobenzoic acid)
322:Key: KIUMMUBSPKGMOY-UHFFFAOYAD
222:
56:5,5′-Dithiobis(2-nitrobenzoic acid)
14:
981:Biochemistry detection reactions
568:
444:
376:
370:
22:
564:(at 25 °C , 100 kPa).
388:
382:
364:
1:
833:10.1016/S0076-6879(83)91010-8
797:10.1016/0003-2697(73)90196-6
762:10.1016/0003-9861(59)90090-6
1027:
1006:Reagents for biochemistry
924:10.1007/s00216-002-1347-2
878:10.1007/s00216-002-1347-2
674:guanidinium hydrochloride
558:
425:
420:
351:
331:
296:
61:
47:
35:
30:
21:
996:Nitrobenzene derivatives
725:pubchem.ncbi.nlm.nih.gov
491:Precautionary statements
825:Enzyme Structure Part I
54:Dithionitrobenzoic acid
750:Arch. Biochem. Biophys
666:extinction coefficient
655:
653:
17:Ellman's reagent
636:
37:Preferred IUPAC name
406: g·mol
18:
986:Organic disulfides
656:
591:Infobox references
16:
866:Anal Bioanal Chem
842:978-0-12-181991-0
679:recrystallization
662:spectrophotometer
599:Chemical compound
597:
596:
469:Hazard statements
265:CompTox Dashboard
103:Interactive image
1018:
952:
951:
918:(4–5): 266–276.
907:
898:
897:
861:
855:
854:
820:
809:
808:
780:
774:
773:
745:
736:
735:
733:
731:
717:
711:
702:
603:Ellman's reagent
581:
575:
572:
571:
554:
550:
546:
542:
538:
534:
530:
526:
522:
518:
514:
510:
506:
502:
498:
484:
480:
476:
448:
405:
390:
384:
378:
372:
366:
359:Chemical formula
289:
288:
273:
271:
255:
235:
224:
203:
195:
184:
173:
153:
133:
105:
81:
26:
19:
1026:
1025:
1021:
1020:
1019:
1017:
1016:
1015:
971:
970:
961:
956:
955:
909:
908:
901:
872:(4–5): 266–76.
863:
862:
858:
843:
822:
821:
812:
782:
781:
777:
747:
746:
739:
729:
727:
719:
718:
714:
703:
699:
694:
668:of 14,150
639:
623:
600:
593:
588:
587:
586: ?)
577:
573:
569:
565:
493:
471:
457:
441:
403:
393:
387:
381:
375:
369:
361:
347:
344:
339:
338:
327:
324:
323:
320:
314:
313:
310:
304:
303:
292:
274:
267:
258:
238:
225:
213:
176:
156:
136:
108:
95:
84:
71:
57:
55:
53:
51:
43:
42:
12:
11:
5:
1024:
1022:
1014:
1013:
1008:
1003:
998:
993:
988:
983:
973:
972:
969:
968:
960:
959:External links
957:
954:
953:
899:
856:
841:
810:
775:
737:
712:
696:
695:
693:
690:
658:
657:
643:disulfide bond
638:
635:
627:sodium sulfide
622:
619:
598:
595:
594:
589:
567:
566:
562:standard state
559:
556:
555:
521:P305+P351+P338
494:
489:
486:
485:
472:
467:
464:
463:
458:
453:
450:
449:
442:
437:
434:
433:
423:
422:
418:
417:
414:
408:
407:
401:
395:
394:
391:
385:
379:
373:
367:
362:
357:
354:
353:
349:
348:
346:
345:
342:
334:
333:
332:
329:
328:
326:
325:
321:
318:
317:
315:
311:
308:
307:
299:
298:
297:
294:
293:
291:
290:
277:
275:
263:
260:
259:
257:
256:
248:
246:
240:
239:
237:
236:
228:
226:
218:
215:
214:
212:
211:
207:
205:
197:
196:
186:
178:
177:
175:
174:
166:
164:
158:
157:
155:
154:
146:
144:
138:
137:
135:
134:
126:
124:
118:
117:
114:
113:Abbreviations
110:
109:
107:
106:
98:
96:
89:
86:
85:
83:
82:
74:
72:
67:
64:
63:
59:
58:
49:
45:
44:
40:
39:
33:
32:
28:
27:
13:
10:
9:
6:
4:
3:
2:
1023:
1012:
1009:
1007:
1004:
1002:
999:
997:
994:
992:
991:Benzoic acids
989:
987:
984:
982:
979:
978:
976:
966:
963:
962:
958:
949:
945:
941:
937:
933:
929:
925:
921:
917:
913:
906:
904:
900:
895:
891:
887:
883:
879:
875:
871:
867:
860:
857:
852:
848:
844:
838:
834:
830:
826:
819:
817:
815:
811:
806:
802:
798:
794:
790:
786:
785:Anal. Biochem
779:
776:
771:
767:
763:
759:
755:
751:
744:
742:
738:
726:
722:
716:
713:
710:
709:Sigma-Aldrich
706:
701:
698:
691:
689:
687:
682:
680:
675:
671:
667:
663:
652:
648:
647:
646:
644:
637:Ellman's test
634:
632:
628:
620:
618:
616:
612:
608:
604:
592:
585:
580:
563:
557:
495:
492:
488:
487:
473:
470:
466:
465:
462:
459:
456:
452:
451:
447:
443:
440:
436:
435:
431:
429:
424:
419:
415:
413:
412:Melting point
410:
409:
402:
400:
397:
396:
363:
360:
356:
355:
350:
341:
337:
330:
316:
306:
302:
295:
287:
283:
282:DTXSID5058779
279:
278:
276:
266:
262:
261:
254:
250:
249:
247:
245:
242:
241:
234:
230:
229:
227:
221:
217:
216:
209:
208:
206:
204:
199:
198:
194:
190:
187:
185:
183:ECHA InfoCard
180:
179:
172:
168:
167:
165:
163:
160:
159:
152:
148:
147:
145:
143:
140:
139:
132:
128:
127:
125:
123:
120:
119:
115:
112:
111:
104:
100:
99:
97:
93:
88:
87:
80:
76:
75:
73:
70:
66:
65:
60:
46:
38:
34:
29:
25:
20:
1001:Biochemistry
915:
911:
869:
865:
859:
824:
791:(1): 310–1.
788:
784:
778:
753:
749:
728:. Retrieved
724:
715:
700:
683:
659:
640:
624:
606:
602:
601:
460:
427:
151:ChEMBL395814
62:Identifiers
48:Other names
756:(1): 70–7.
730:13 December
686:glutathione
621:Preparation
611:colorogenic
455:Signal word
352:Properties
189:100.000.650
131:CHEBI:86228
975:Categories
692:References
439:Pictograms
399:Molar mass
253:9BZQ3U62JX
162:ChemSpider
90:3D model (
69:CAS Number
932:1618-2642
545:P403+P233
537:P337+P313
533:P332+P313
517:P304+P340
513:P302+P352
430:labelling
210:200-714-4
202:EC Number
1011:Reagents
948:30366479
940:12110978
894:30366479
886:12110978
770:13650640
421:Hazards
851:6855597
805:4764694
609:) is a
584:what is
582: (
461:Warning
220:PubChem
79:69-78-3
946:
938:
930:
892:
884:
849:
839:
803:
768:
631:iodine
579:verify
576:
404:396.34
336:SMILES
142:ChEMBL
31:Names
944:S2CID
890:S2CID
615:thiol
301:InChI
122:ChEBI
116:DTNB
92:JSmol
936:PMID
928:ISSN
882:PMID
847:PMID
837:ISBN
801:PMID
766:PMID
732:2021
607:DTNB
553:P501
549:P405
541:P362
529:P321
525:P312
509:P280
505:P271
501:P264
497:P261
483:H335
479:H319
475:H315
244:UNII
233:6254
171:6018
920:doi
916:373
874:doi
870:373
829:doi
793:doi
758:doi
707:at
428:GHS
270:EPA
223:CID
977::
942:.
934:.
926:.
914:.
902:^
888:.
880:.
868:.
845:.
835:.
813:^
799:.
789:56
787:.
764:.
754:82
752:.
740:^
723:.
551:,
547:,
543:,
539:,
535:,
531:,
527:,
523:,
519:,
515:,
511:,
507:,
503:,
499:,
481:,
477:,
432::
368:14
950:.
922::
896:.
876::
853:.
831::
807:.
795::
772:.
760::
734:.
670:M
574:Y
392:2
389:S
386:8
383:O
380:2
377:N
374:8
371:H
365:C
272:)
268:(
94:)
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