24:
98:
450:
Bartholomé, Axel; Janso, Jeffrey E; Reilly, Usa; O'Hagan, David (2017). "Fluorometabolite biosynthesis: isotopically labelled glycerol incorporations into the antibiotic nucleocidin in
Streptomyces calvus".
354:-sulfamoyloxypentofuranoside, which was mainly based on experiments from NMR and mass spectrometry, as well as testing in chemical reactions. It was ultimately proven to have a structure of a 4
206:
InChI=1S/C10H13FN6O6S/c11-10(1-22-24(13,20)21)6(19)5(18)9(23-10)17-3-16-4-7(12)14-2-15-8(4)17/h2-3,5-6,9,18-19H,1H2,(H2,12,14,15)(H2,13,20,21)/t5-,6+,9-,10-/m1/s1
862:
222:
671:
Carvalho, Maria F.; Oliveira, Rui S (October 2017). "Natural
Production of Fluorinated Compounds and Biotechnological Prospects of the Fluorinate Enzyme".
197:
628:
Shuman, Dennis A.; Robins, Morris J.; Robins, Roland K. (June 1970). "Synthesis of
Nucleoside Sulfamates Related to Nucleocidin".
350:
During 1968 the attempts to identify nucleocidin were made and at that time it was assigned to a structure of a 9-adenyl-4
306:
174:
857:
401:
734:"Identification of Genes Essential for Sulfamate and Fluorine Incorporation During Nucleocidin Biosynthesis"
498:"Identification of Genes Essential for Sulfamate and Fluorine Incorporation During Nucleocidin Biosynthesis"
380:
377:
46:
36:
852:
565:"Natural production of fluorinated compounds and biotechnological prospects of the fluorinase enzyme"
564:
426:
867:
396:
372:
331:
64:
781:
714:
610:
545:
347:- is unique because it possess two rare functional groups: a fluorine atom and a sulfamyl ester
828:
820:
773:
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706:
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245:
183:
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74:
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549:
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733:
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614:
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497:
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684:
580:
163:
326:
285:
129:
824:
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533:
344:
777:
710:
606:
541:
482:
832:
693:
657:
589:
322:
816:
641:
376:. Though toxic to mammals, it is able to function against bacteria both
23:
473:
464:
150:
760:
524:
299:
Except where otherwise noted, data are given for materials in their
417:
The compound is capable of interrupting the synthesis of peptides.
109:
97:
87:
801:"Inhibition of protein synthesis by 5'-sulfamoyladenosine"
563:Carvalho, Maria F.; Oliveira, Rui S. (2017-10-03).
799:Bloch, A.; Coutsogeorgopoulos, C. (1971-11-01).
162:
73:
394:, nucleocidin is produced in greater yield by
230:c1nc(c2c(n1)n(cn2)3(((O3)(COS(=O)(=O)N)F)O)O)N
8:
370:Nucleocidin is an antibiotic produced from
732:Pasternak, Ola; Zechel, David (May 2022).
496:Pasternak, Ola; Zechel, David (May 2022).
343:Nucleocidin stems from the ribonucleoside
137:
15:
759:
749:
692:
588:
523:
513:
472:
182:
630:Journal of the American Chemical Society
390:Though commonly known to be produced by
442:
227:
202:
209:Key: LTBCQBSAWAZBDF-MLTZYSBQSA-N
117:
7:
863:Fluorine-containing natural products
453:Organic & Biomolecular Chemistry
153:
14:
673:Critical Reviews in Biotechnology
569:Critical Reviews in Biotechnology
266:
263:
257:
22:
751:10.1096/fasebj.2022.36.S1.R2700
744:(S1): fasebj.2022.36.S1.R2700.
515:10.1096/fasebj.2022.36.S1.R2700
508:(S1): fasebj.2022.36.S1.R2700.
303:(at 25 °C , 100 kPa).
40:4′-Fluoroadenosine 5′-sulfamate
278:
272:
251:
1:
685:10.1080/07388551.2016.1267109
581:10.1080/07388551.2016.1267109
884:
383:. It may be used against
297:
238:
218:
193:
57:
45:
35:
30:
21:
366:Microbiological origin
362:-sulphamoyladenosine.
413:Biochemical relevance
47:Systematic IUPAC name
817:10.1021/bi00800a007
642:10.1021/ja00714a035
397:Streptomyces virens
392:Streptomyces calvus
373:Streptomyces calvus
332:Streptomyces calvus
293: g·mol
18:
465:10.1039/c6ob02291j
339:Chemical structure
307:Infobox references
16:
811:(24): 4394–4398.
738:The FASEB Journal
660:– via JACS.
636:(11): 3434–3440.
502:The FASEB Journal
430:
315:Chemical compound
313:
312:
99:Interactive image
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246:Chemical formula
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141:
121:
101:
77:
51:methyl sulfamate
26:
19:
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858:Organofluorides
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5:
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865:
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855:
845:
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839:
838:
791:
724:
694:10400.22/13870
679:(7): 880–897.
663:
620:
590:10400.22/13870
575:(7): 880–897.
555:
488:
441:
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434:
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301:standard state
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407:
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393:
388:
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382:
381:gram positive
379:
378:gram negative
375:
374:
365:
363:
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353:
348:
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328:
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805:Biochemistry
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794:
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727:
676:
672:
666:
633:
629:
623:
572:
568:
558:
505:
501:
491:
459:(1): 61–64.
456:
452:
445:
416:
405:
403:Streptomyces
402:
395:
391:
389:
385:trypanosomes
371:
369:
359:
355:
351:
349:
342:
330:
329:produced by
325:-containing
318:
317:
119:CHEBI:166872
58:Identifiers
17:Nucleocidin
853:Nucleosides
474:10023/12031
319:Nucleocidin
239:Properties
868:Sulfamates
847:Categories
761:1974/30179
525:1974/30179
437:References
431:-threonine
406:aurorectus
327:nucleoside
286:Molar mass
184:F5097NG7JT
130:ChemSpider
86:3D model (
75:24751-69-7
65:CAS Number
37:IUPAC name
825:0006-2960
786:248654450
770:0892-6638
703:0738-8551
650:0002-7863
599:0738-8551
550:248654450
534:0892-6638
427:4-Fluoro-
358:-fluoro-5
345:adenosine
778:35552629
719:27301409
711:28049355
615:27301409
607:28049355
542:35552629
483:27845468
421:See also
323:fluorine
833:4946919
658:5422764
151:PubChem
831:
823:
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717:
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656:
648:
613:
605:
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540:
532:
481:
291:364.31
223:SMILES
31:Names
782:S2CID
715:S2CID
611:S2CID
546:S2CID
321:is a
198:InChI
164:72299
139:65250
110:ChEBI
88:JSmol
829:PMID
821:ISSN
774:PMID
766:ISSN
707:PMID
699:ISSN
654:PMID
646:ISSN
603:PMID
595:ISSN
538:PMID
530:ISSN
479:PMID
400:and
360:' -O
175:UNII
813:doi
756:hdl
746:doi
689:hdl
681:doi
638:doi
585:hdl
577:doi
520:hdl
510:doi
469:hdl
461:doi
154:CID
849::
827:.
819:.
809:10
807:.
803:.
780:.
772:.
764:.
754:.
742:36
740:.
736:.
713:.
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677:37
675:.
652:.
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634:92
632:.
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583:.
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261:13
255:10
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691::
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522::
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471::
463::
429:L
356:'
352:'
279:S
276:6
273:O
270:6
267:N
264:F
258:H
252:C
90:)
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