Molecule image

s2C

Summary

Full name2-thiocytidine
Short names2C
New Nomenclature2C
RNAMods abbreviation%
Enzymes TtcA (Escherichia coli)
Found in phylogenyEubacteria
Found in RNAtRNA
PubChem ID3011746
SMILESC3(OC(CO)C(O)C(O)3)N1C=CC(N)=NC1(=S)
SMILES (no stereochemical information)C3(OC(CO)C(O)C(O)3)N1C=CC(N)=NC1(=S)

LC-MS Information

Sum formulaC9O4N3H13S1
Monoisotopic mass259.0627
Average mass259.2848
[M+H]+260.0705
Product ions128
Normalized LC elution time *0,68 (Kellner 2014); 0,86 (Kellner 2014)
LC elution order/characteristicsbetween U and G (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 -

3D Molecule representation

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

TypeSubtype
heavy atomsulfur

Reactions producing 2-thiocytidine

Name
C:s2C

Publications

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

Last modification of this entry: Oct. 6, 2017

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