Modification Summary

uridine 5-oxyacetic acid

[show modification pathway]
cmo5U

Summary

Full nameuridine 5-oxyacetic acid
Short namecmo5U
New Nomenclature502U
RNAMods abbreviationV
HTML abbreviationV
Enzymes CmoB (Escherichia coli)
Found in phylogenyEubacteria
Found in RNAtRNA
PubChem ID193091
SMILES codeC3(OC(CO)C(O)C(O)3)N1C=C(OCC(=O)O)C(=O)NC1(=O)

LC-MS Informations

Sum formulaC11O9N2H14
Monoisotopic mass318.069929
Average mass318.240257
HRMS mass318.069381
Normalized LC elution time *0,54 (Kellner 2014)
LC elution order/characteristicsbetween C and U (Kellner 2014)
Mass transition-132 (Kellner 2014)

* normalized to guanosine (G), measured with a RP C-18 column with acetonitrile/ammonium acetate as mobile phase.

LC-MS Publications

Title Authors Journal Details PubMed Id DOI
Profiling of RNA modifications by multiplexed stable isotope labelling. Kellner S, Neumann J, Rosenkranz D, Lebedeva S, Ketting RF, Zischler H, Schneider D, Helm M. Chem Commun (Camb). [details] 24567952 -

Download [.mol file for cmo5U]

Comments

Earlier called the V nucleoside. Base pairs with A, G and U in mRNA. cmo5U (and mcmo5U) is a modification characteristic for gram negative bacteria (E. coli, Protebacteria). Gram positive bacteria (B. subtilis, Firmicutes) have mo5U in this position.

Chemical groups contained

othercarboxymethyl
othermethoxy

Reactions producing uridine 5-oxyacetic acid

Name
ho5U:cmo5U
mo5U:cmo5U

Reactions starting from uridine 5-oxyacetic acid

Name
cmo5U:mcmo5U

Publications

Title Authors Journal Details PubMed Id DOI
Uridin-5-oxy acetic acid: a new minor constituent from E. coli valine transfer RNA I. Murao K, Saneyoshi M, Harada F, Nishimura S Biochem Biophys Res Commun [details] 4910247 -
The wobble hypothesis revisited: uridine-5-oxyacetic acid is critical for reading of G-ending codons. Nasvall SJ, Chen P, Bjork GR RNA [details] 17942742 -

Last modification of this entry: 2017-07-05 14:41:30.553934
Edited by a user: pboccaletto
Edited content: Changed lc_elution_time, lc_elution_comment, lc_reference, mass_trans and papers.