686:
44:
284:
209:
774:
35:
469:
698:
597:
770:. More recently, Sanger's reagent has also been used for the rather difficult analysis of distinguishing between the reduced and oxidized forms of glutathione and cysteine in biological systems in conjunction with HPLC. This method is robust enough that it can be performed in such complex matrices as blood or cell lysate.
995:
Bronowicka-Adamska, Patrycja; Zagajewski, Jacek; Czubak, Jerzy; Wróbel, Maria (2011). "RP-HPLC method for quantitative determination of cystathionine, cysteine and glutathione: An application for the study of the metabolism of cysteine in human brain".
732:. Sanger continued work on insulin, using dinitrofluorobenzene in combination with other techniques, eventually resulted in the complete sequence of insulin (consisting of only two chains, with a molecular weight of 6,000).
449:
685:
735:
Following Sanger's initial report of the reagent, the dinitrofluorobenzene method was widely adopted for studying proteins, until it was superseded by other reagents for terminal analysis (e.g.,
720:. Sanger's initial results suggested that insulin was a smaller molecule than previously estimated (molecular weight 12,000), and that it consisted of four chains (two ending in
610:
960:
Dominick, Pamela K.; Cassidy, Pamela B.; Roberts, Jeanette C. (2001). "A new and versatile method for determination of thiolamines of biological importance".
333:
118:
847:
838:
821:
1141:
298:
517:
1126:
617:
507:
241:
669:
262:
521:
43:
766:. The DNP-amino acids can then be recovered, and the identity of those amino acids can be discovered through
204:
166:
1146:
477:
468:
461:
773:
1100:
1071:
56:
279:
84:
799:
673:
657:
864:
Billroth
Gottlieb, Hans (1936). "The Replacement of Chlorine by Fluorine in Organic Compounds".
513:
1013:
977:
923:
866:
843:
748:
576:
186:
34:
1062:
Nageswara Rao, B.D. (1964). "The1H and19F resonance spectra of 1-fluoro-2,4-dinitrobenzene".
1108:
1079:
1048:
1005:
969:
913:
905:
874:
744:
706:
356:
250:
759:
736:
1104:
1075:
283:
208:
146:
94:
918:
893:
767:
740:
729:
588:
525:
973:
1135:
943:
755:
725:
434:
424:
197:
763:
677:
1009:
1091:
Wilkins, A.; Small, R. W. H. (1991). "Structure of 1-fluoro-2,4-dinitrobenzene".
230:
697:
564:
546:
1112:
1083:
713:
710:
649:
393:
177:
1017:
981:
927:
754:
Dinitrofluorobenzene reacts with the amine group in amino acids to produce
487:
495:
878:
1037:"The Proton Magnetic Resonance Spectrum of 1-Fluoro-2,4-Dinitrobenzene"
721:
717:
653:
414:
217:
909:
157:
1053:
1036:
587:
Except where otherwise noted, data are given for materials in their
17:
1127:
Fluorodinitrobenzene – 1-fluoro-2,4-dinitro-benzene (wikigenes.org)
772:
696:
483:
137:
117:
107:
962:
758:-amino acids. These DNP-amino acids are moderately stable under
948:
Proteins, Enzymes, Genes: The
Interplay of Chemistry and Biology
499:
491:
747:) and other general methods for sequence determination (e.g.,
267:
307:
InChI=1S/C6H3FN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H
317:
InChI=1/C6H3FN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H
605:
842:, 90. edition, CRC Press, Boca Raton, Florida, 2009,
950:. New Haven: Yale University Press, 1999. p. 216.
789:total acid hydrolysis of the dinitrophenyl peptide
668:In 1936, Gottlieb presented a synthesis in which
229:
777:Sanger's method of peptide end-group analysis:
93:
817:
815:
8:
785:-terminal end with Sanger's reagent (DNFB),
429:25.8 °C (78.4 °F; 298.9 K)
282:
207:
185:
26:
1052:
917:
249:
939:
937:
852:Physical Constants of Organic Compounds
811:
338:
303:
278:
709:described its use for determining the
439:296 °C (565 °F; 569 K)
198:
839:CRC Handbook of Chemistry and Physics
833:
831:
829:
716:in polypeptide chains, in particular
648:) is a chemical that reacts with the
310:Key: LOTKRQAVGJMPNV-UHFFFAOYSA-N
165:
145:
7:
728:), with the chains cross-linked by
320:Key: LOTKRQAVGJMPNV-UHFFFAOYAZ
220:
894:"The free amino groups of insulin"
25:
1093:Acta Crystallographica Section C
684:
595:
467:
377:
374:
368:
42:
33:
591:(at 25 °C , 100 kPa).
800:N-Terminal amino acid analysis
383:
362:
1:
1041:Canadian Journal of Chemistry
1010:10.1016/j.jchromb.2011.05.026
974:10.1016/S0378-4347(01)00298-5
28:1-Fluoro-2,4-dinitrobenzene
998:Journal of Chromatography B
670:1-chloro-2,4-dinitrobenzene
656:. This can be helpful for
630:1-Fluoro-2,4-dinitrobenzene
535:or concentration (LD, LC):
61:1-Fluoro-2,4-dinitrobenzene
1163:
1113:10.1107/S0108270190007326
1084:10.1080/00268976300101071
585:
531:
448:
443:
419:1.4718 g·cm (54 °C)
349:
329:
294:
77:
67:
55:
50:
41:
32:
1142:Nitrobenzene derivatives
508:Precautionary statements
898:The Biochemical Journal
790:
762:conditions that break
702:
1035:Schaefer, T. (1962).
776:
700:
650:N-terminal amino acid
638:dinitrofluorobenzene
70:Dinitrofluorobenzene
57:Preferred IUPAC name
1105:1991AcCrC..47..220W
1076:1964MolPh...7..307N
879:10.1021/ja01294a502
658:sequencing proteins
401: g·mol
341:O=()c1cc(ccc1F)()=O
29:
892:Sanger, F (1945).
791:
781:derivatization of
724:and two ending in
703:
674:potassium fluoride
618:Infobox references
27:
1064:Molecular Physics
1004:(21): 2005–2009.
910:10.1042/bj0390507
867:J. Am. Chem. Soc.
848:978-1-4200-9084-0
749:Edman degradation
745:carboxypeptidases
632:(commonly called
626:Chemical compound
624:
623:
577:Safety data sheet
478:Hazard statements
263:CompTox Dashboard
119:Interactive image
16:(Redirected from
1154:
1116:
1087:
1058:
1056:
1022:
1021:
992:
986:
985:
957:
951:
941:
932:
931:
921:
889:
883:
882:
861:
855:
854:, p. 3-260.
835:
824:
819:
707:Frederick Sanger
701:Frederick Sanger
688:
634:Sanger's reagent
608:
602:
599:
598:
565:lowest published
527:
523:
519:
515:
501:
497:
493:
489:
485:
471:
409:yellow crystals
400:
385:
379:
376:
370:
364:
357:Chemical formula
287:
286:
271:
269:
253:
233:
222:
211:
200:
189:
169:
149:
121:
97:
72:Sanger's reagent
46:
37:
30:
21:
1162:
1161:
1157:
1156:
1155:
1153:
1152:
1151:
1132:
1131:
1123:
1090:
1061:
1054:10.1139/v62-068
1034:
1031:
1026:
1025:
994:
993:
989:
959:
958:
954:
942:
935:
891:
890:
886:
863:
862:
858:
836:
827:
820:
813:
808:
796:
760:acid hydrolysis
741:aminopeptidases
737:dansyl chloride
730:disulfide bonds
695:
666:
627:
620:
615:
614:
613: ?)
604:
600:
596:
592:
568:
562:
550:
544:
510:
480:
464:
398:
388:
382:
373:
367:
359:
345:
342:
337:
336:
325:
322:
321:
318:
312:
311:
308:
302:
301:
290:
272:
265:
256:
236:
223:
192:
172:
152:
124:
111:
100:
87:
73:
71:
63:
62:
23:
22:
15:
12:
11:
5:
1160:
1158:
1150:
1149:
1144:
1134:
1133:
1130:
1129:
1122:
1121:External links
1119:
1118:
1117:
1099:(1): 220–221.
1088:
1070:(4): 307–310.
1059:
1047:(3): 431–433.
1030:
1027:
1024:
1023:
987:
952:
933:
884:
873:(3): 532–533.
856:
825:
810:
809:
807:
804:
803:
802:
795:
792:
768:chromatography
694:
691:
690:
689:
665:
662:
625:
622:
621:
616:
594:
593:
589:standard state
586:
583:
582:
580:
573:
572:
569:
560:
558:
555:
554:
551:
542:
540:
537:
536:
529:
528:
511:
506:
503:
502:
481:
476:
473:
472:
465:
460:
457:
456:
446:
445:
441:
440:
437:
431:
430:
427:
421:
420:
417:
411:
410:
407:
403:
402:
396:
390:
389:
386:
380:
371:
365:
360:
355:
352:
351:
347:
346:
344:
343:
340:
332:
331:
330:
327:
326:
324:
323:
319:
316:
315:
313:
309:
306:
305:
297:
296:
295:
292:
291:
289:
288:
275:
273:
261:
258:
257:
255:
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246:
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238:
237:
235:
234:
226:
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213:
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202:
194:
193:
191:
190:
182:
180:
174:
173:
171:
170:
162:
160:
154:
153:
151:
150:
142:
140:
134:
133:
130:
129:Abbreviations
126:
125:
123:
122:
114:
112:
105:
102:
101:
99:
98:
90:
88:
83:
80:
79:
75:
74:
69:
65:
64:
60:
59:
53:
52:
48:
47:
39:
38:
24:
14:
13:
10:
9:
6:
4:
3:
2:
1159:
1148:
1145:
1143:
1140:
1139:
1137:
1128:
1125:
1124:
1120:
1114:
1110:
1106:
1102:
1098:
1094:
1089:
1085:
1081:
1077:
1073:
1069:
1065:
1060:
1055:
1050:
1046:
1042:
1038:
1033:
1032:
1028:
1019:
1015:
1011:
1007:
1003:
999:
991:
988:
983:
979:
975:
971:
967:
963:
956:
953:
949:
945:
944:Joseph Fruton
940:
938:
934:
929:
925:
920:
915:
911:
907:
904:(5): 507–15.
903:
899:
895:
888:
885:
880:
876:
872:
869:
868:
860:
857:
853:
850:, Section 3,
849:
845:
841:
840:
834:
832:
830:
826:
823:
818:
816:
812:
805:
801:
798:
797:
793:
788:
784:
780:
775:
771:
769:
765:
764:peptide bonds
761:
757:
756:dinitrophenyl
752:
750:
746:
742:
738:
733:
731:
727:
726:phenylalanine
723:
719:
715:
712:
708:
699:
692:
687:
683:
682:
681:
679:
675:
672:reacted with
671:
663:
661:
659:
655:
651:
647:
643:
639:
635:
631:
619:
612:
607:
590:
584:
581:
578:
575:
574:
570:
566:
557:
556:
552:
548:
539:
538:
534:
530:
512:
509:
505:
504:
482:
479:
475:
474:
470:
466:
463:
459:
458:
454:
452:
447:
442:
438:
436:
435:Boiling point
433:
432:
428:
426:
425:Melting point
423:
422:
418:
416:
413:
412:
408:
405:
404:
397:
395:
392:
391:
361:
358:
354:
353:
348:
339:
335:
328:
314:
304:
300:
293:
285:
281:
280:DTXSID8025331
277:
276:
274:
264:
260:
259:
252:
248:
247:
245:
243:
240:
239:
232:
228:
227:
225:
219:
215:
214:
210:
206:
203:
201:
199:ECHA InfoCard
196:
195:
188:
184:
183:
181:
179:
176:
175:
168:
164:
163:
161:
159:
156:
155:
148:
144:
143:
141:
139:
136:
135:
131:
128:
127:
120:
116:
115:
113:
109:
104:
103:
96:
92:
91:
89:
86:
82:
81:
76:
66:
58:
54:
49:
45:
40:
36:
31:
19:
1147:Fluoroarenes
1096:
1092:
1067:
1063:
1044:
1040:
1001:
997:
990:
965:
961:
955:
947:
901:
897:
887:
870:
865:
859:
851:
837:
786:
782:
778:
753:
734:
704:
678:nitrobenzene
667:
654:polypeptides
645:
641:
637:
633:
629:
628:
571:100 mg/kg-1
532:
450:
167:ChEMBL167423
78:Identifiers
68:Other names
968:(1): 1–12.
822:Oxford MSDS
664:Preparation
553:50 mg/kg-1
547:median dose
533:Lethal dose
406:Appearance
350:Properties
205:100.000.668
147:CHEBI:53049
132:DNFB, FDNB
1136:Categories
1029:Literature
806:References
739:and later
714:amino acid
711:N-terminal
462:Pictograms
394:Molar mass
251:D241E059U6
178:ChemSpider
106:3D model (
85:CAS Number
705:In 1945,
453:labelling
1018:21665555
982:11585123
928:16747948
794:See also
676:(KF) in
444:Hazards
187:21106037
1101:Bibcode
1072:Bibcode
919:1258275
722:glycine
718:insulin
611:what is
609: (
415:Density
399:186.098
218:PubChem
95:70-34-8
1016:
980:
926:
916:
846:
606:verify
603:
579:(SDS)
334:SMILES
158:ChEMBL
51:Names
299:InChI
138:ChEBI
108:JSmol
1014:PMID
978:PMID
924:PMID
844:ISBN
743:and
693:Uses
646:FDNB
642:DNFB
526:P315
522:P282
518:P280
514:P260
500:H350
496:H340
492:H331
488:H311
484:H301
242:UNII
231:6264
18:DNFB
1109:doi
1080:doi
1049:doi
1006:doi
1002:879
970:doi
966:761
914:PMC
906:doi
875:doi
751:).
652:of
644:or
451:GHS
268:EPA
221:CID
1138::
1107:.
1097:47
1095:.
1078:.
1066:.
1045:40
1043:.
1039:.
1012:.
1000:.
976:.
964:.
946:,
936:^
922:.
912:.
902:39
900:.
896:.
871:58
828:^
814:^
680::
660:.
640:,
636:,
561:Lo
559:LD
543:50
541:LD
524:,
520:,
516:,
498:,
494:,
490:,
486:,
455::
1115:.
1111::
1103::
1086:.
1082::
1074::
1068:7
1057:.
1051::
1020:.
1008::
984:.
972::
930:.
908::
881:.
877::
787:B
783:N
779:A
601:Y
567:)
563:(
549:)
545:(
387:4
384:O
381:2
378:N
375:F
372:3
369:H
366:6
363:C
270:)
266:(
110:)
20:)
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.
