Modification Summary

2-thiocytidine

[show modification pathway]
s2C

Summary

Full name2-thiocytidine
Short names2C
New Nomenclature2C
RNAMods abbreviation%
HTML abbreviation%
Enzymes TtcA (Escherichia coli)
Found in phylogenyEubacteria
Found in RNAtRNA
PubChem ID3011746
SMILES codeC3(OC(CO)C(O)C(O)3)N1C=CC(N)=NC1(=S)

LC-MS Informations

Sum formulaC9O4N3H13S1
Monoisotopic mass259.062676
Average mass259.284795
HRMS mass259.062128
Normalized LC elution time *0,68 (Kellner 2014); 0,86 (Kellner 2014)
LC elution order/characteristicsbetween U and G (Kellner 2014, Kellner 2014)
Mass transition-132 (Kellner 2014, 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 -
Absolute and relative quantification of RNA modifications via biosynthetic isotopomers. Kellner S, Ochel A, Thuring K, Spenkuch F, Neumann J, Sharma S, Entian KD, Schneider D, Helm M... Nucleic Acids Res [details] 25129236 -

Download [.mol file for s2C]

Comments

s2C at position 32 in bacterial tRNA allows more anticodon loop flexibility that limit formation of the characteristic U33-turn conformation of anticodon loop in other tRNA lacking s2C32.

Chemical groups contained

heavy atomsulfur

Reactions producing 2-thiocytidine

Name
C:s2C

Publications

Title Authors Journal Details PubMed Id DOI
Thiobases in Escherchia coli Transfer RNA: 2-Thiocytosine and 5-Methylaminomethyl-2-thiouracil. Carbon J, David H, Studier MH Science [details] 17812290 -
Modifications Modulate Anticodon Loop Dynamics and Codon Recognition of E. coli tRNA(Arg1,2). Cantara WA, Bilbille Y, Kim J, Kaiser R, LeszczyƄska G, Malkiewicz A, Agris PF J Mol Biol [details] 22240457 -

Last modification of this entry: 2017-07-05 15:35:06.312188
Edited by a user: pboccaletto
Edited content: Changed lc_reference and mass_trans.