Summary

Full name	5-carboxymethylaminomethyl-2-geranylthiouridine
Short name	cmnm5ges2U
New Nomenclature	2151U
RNAMods abbreviation	f
Enzymes	MnmH (Escherichia coli)
Found in phylogeny	Eubacteria
Found in RNA	tRNA
SMILES	O=C(O)CNCC1=CN(C(=NC1=O)SC\C=C(/C)CC\C=C(/C)C)[C@@H]2O[C@H](CO)[C@H](O)C2O
SMILES (no stereochemical information)	O=C(O)CNCC1=CN(C(=NC1=O)SC\C=C(/C)CC\C=C(/C)C)[C@@H]2O[C@H](CO)[C@H](O)C2O

LC-MS Information

Sum formula	C22H33N3O7S
Monoisotopic mass	483.2039
Average mass	483.586
[M+H]+	484.2117
Product ions	352
Normalized LC elution time *	not available
LC elution order/characteristics	not available

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

3D Molecule representation

Comments

Present in position 34 in a small fraction of E. coli tRNAGlnUUG.

Chemical groups contained

Type	Subtype
aminoalkyl	carboxymethylaminomethyl
sulphur	thio
hydrocarbon	geranyl

Reactions producing 5-carboxymethylaminomethyl-2-geranylthiouridine

Name
cmnm5s2U:cmnm5ges2U
ges2U:cmnm5ges2U

Reactions starting from 5-carboxymethylaminomethyl-2-geranylthiouridine

Name
cmnm5ges2U:nm5ges2U

Publications

Title	Authors	Journal	Details	PubMed Id	DOI
Discovery and biological characterization of geranylated RNA in bacteria.	Dumelin CE, Chen Y, Leconte AM, Chen YG, Liu DR...	Nat Chem Biol	[details]	22983156	-
A gain of function mutation in a protein mediates production of novel modified nucleosides.	Chen P, Crain PF, Nasvall SJ, Pomerantz SC, Bjork GR...	EMBO J	[details]	15861125	-

Last modification of this entry: Oct. 6, 2017

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