Description

A pyrimidine 2'-deoxyribonucleoside having beta-D-glucopyranosyloxymethyluracil (base J) as the nucleobase.

Chemical properties

Chemical formula Net charge Average mass
C16H24N2O11 0 420.369
(beta-D-glucopyranosyloxymethyl)deoxyuridine

Recommended notation

Name β-glucosyl-hydroxymethyluracil
Abbreviation base J
Symbol J

Nomenclature

IUPAC SMILES InChI InChIKey Synonyms
2'-deoxy-5-[(beta-D-glucopyranosyloxy)methyl]uridine C1=C(CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(NC(N1[C@@H]3O[C@H](CO)[C@H](C3)O)=O)=O InChI=1S/C16H24N2O11/c19-3-8-7(21)1-10(28-8)18-2-6(14(25)17-16(18)26)5-27-15-13(24)12(23)11(22)9(4-20)29-15/h2,7-13,15,19-24H,1,3-5H2,(H,17,25,26)/t7-,8+,9+,10+,11+,12-,13+,15+/m0/s1 LHASLBSEALHFGO-URARBOGNSA-N
  • 5-(beta-d-glucopyranosyloxymethyl)-2'-deoxyuridine
  • (beta-d-glucosyloxymethyl)deoxyuridine
  • dj
  • beta-d-glucosyl-homedu
  • beta-ghmu
  • alpha-(beta-d-glucopyranosyloxy)thymidine
  • 5-((glucopyranosyloxy)methyl)uridine

Mapping techniques

Method
Method detail
Resolution
Qualifier
References
(GLIB/CMS)-seq chemical conversion and immunoprecipitation low
SMRT direct detection single-base target sequences
immunodetection affinity-based low

Nature

Origin Function Functional detail
Organisms
References
natural hypermodified nucleobase transcription terminator
  • Crithidia fasciculata
  • Euglena gracilis
  • Leishmania donovani
  • Leishmania major
  • Leishmania tarentolae
  • Trypanoplasma borreli
  • Trypanosoma brucei
  • Trypanosoma cruzi
  • Trypanosoma equiperdum