5-Methoxycarbonylmethyl-2-thiouridine Chemical Properties

InChI

InChI=1/C12H16N2O7S/c1-20-7(16)2-5-3-14(12(22)13-10(5)19)11-9(18)8(17)6(4-15)21-11/h3,6,8-9,11,15,17-18H,2,4H2,1H3,(H,13,19,22)/t6-,8-,9-,11-/s3

InChIKey

HLZXTFWTDIBXDF-SOMIAQKHNA-N

SMILES

OC[C@H]1O[C@@H](N2C=C(CC(OC)=O)C(=O)NC2=S)[C@H](O)[C@@H]1O |&1:2,4,18,20,r|

5-Methoxycarbonylmethyl-2-thiouridine Usage And Synthesis

Uses

5-(Methoxycarbonylmethyl)-2-thiouridine can be used as analyte in biological study for attomole quantification and global profile of RNA modifications in study of epitranscriptome of human neural stem cells. It can also be used to biological computational studies to provide insights into effects of modified ribonucleotides and Mg2+ on structures and stabilities of tRNAs. A trace nucleoside, isolated from yeast transfer RNA. A nucleoside in the anticodon at the wobble position of some Saccharomyces cerevisiae bacteria.

Definition

ChEBI: 5-methoxycarbonylmethyl-2-thiouridine is a thiouridine that is 2-thiouridine bearing an additional methoxycarbonylmethyl substituent at position 5 on the thiouracil ring. It is a thiouridine and a methyl ester.