Description

A pyrimidine 2'-deoxyribonucleoside that is 2'-deoxyuridine in which the hydrogen at position 5 has been replaced by a 2-aminoethyl group. It is a thymidine hypermodification replacing 30% of thymidine in the DNA of the Pseudomonas phage M6.

Chemical properties

Chemical formula Net charge Average mass
C11H17N3O5 0 271.270
5-(2-aminoethyl)-2'-deoxyuridine

Recommended notation

Name 5-(2-aminoethyl)uridine
Abbreviation 5-NedU

Nomenclature

IUPAC SMILES InChI InChIKey Synonyms
5-(2-aminoethyl)-2'-deoxyuridine N1(C(NC(C(=C1)CCN)=O)=O)[C@H]2C[C@@H]([C@H](O2)CO)O InChI=1S/C11H17N3O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h4,7-9,15-16H,1-3,5,12H2,(H,13,17,18)/t7-,8+,9+/m0/s1 WTDDCUXJNCBBKI-DJLDLDEBSA-N
  • 5-(2-aminoethyl)-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
  • 5-(2-aminoethyl)-1-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1h,3h)-dione
  • 5-nedu

Nature

Origin Function Functional detail
Organisms
References
natural hypermodified nucleobase bacteriophage M6