Page last updated: 2024-12-10

thiouridine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Thiouridine: A photoactivable URIDINE analog that is used as an affinity label. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

4-thiouridine : A thiouridine in which the oxygen replaced by sulfur is that at C-4. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID3032615
CHEBI ID20480
SCHEMBL ID34577
MeSH IDM0021387

Synonyms (31)

Synonym
1-beta-d-ribofuranosyl-4-thiouracil
1-(beta-d-ribofuranosyl)-4-thioxo-3,4-dihydropyrimidin-2(1h)-one
CHEBI:20480
thiouridine
4-thiouridine
13957-31-8
uridine, 4-thio-
S4U ,
4-thiouridine, >=98%
unii-u9tyq2r33j
nsc 518132
thiouridine (van)
u9tyq2r33j ,
einecs 237-735-3
SCHEMBL34577
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-4-thioxo-pyrimidin-2-one
1-((2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-4-thioxo-3,4-dihydropyrimidin-2(1h)-one
4-thioribothymidine
mfcd00006538
AKOS027320382
A51147
EX-A3667
CS-W012509
DTXSID30930508
Q20890501
A855708
1-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-sulfanylidene-1,2,3,4-tetrahydropyrimidin-2-one
AS-56720
4-thio-uridine
PD018419
HY-W011793

Research Excerpts

Overview

2-thiouridine (s(2)U) is a modified nucleobase found in tRNAs. It is known to stabilize U:A base pairs and destabilize U:G wobble pairs.

ExcerptReferenceRelevance
"2-thiouridine (s(2)U) is a modified nucleobase found in tRNAs and known to stabilize U:A base pairs and destabilize U:G wobble pairs."( Thermodynamic insights into 2-thiouridine-enhanced RNA hybridization.
Fahrenbach, AC; Larsen, AT; Pian, J; Sheng, J; Szostak, JW, 2015
)
1.26
"2-Thiouridine geranylation is a special hydrophobic tRNA modification that has been discovered very recently in several bacteria, such as Escherichia coli, Enterobacter aerogenes, Pseudomonas aeruginosa and Salmonella Typhimurium The geranylated residues are located in the first anticodon position of tRNAs specific for lysine, glutamine and glutamic acid."( Synthesis, base pairing and structure studies of geranylated RNA.
Basanta-Sanchez, M; Chen, A; Haruehanroengra, P; Ranganathan, SV; Sheng, J; Vangaveti, S; Wang, R, 2016
)
0.99
"4-Thiouridine (s(4)U) is a conserved modified nucleotide at position 8 of bacterial and archaeal tRNAs and plays a role in protecting cells from near-UV killing. "( Biosynthesis of 4-thiouridine in tRNA in the methanogenic archaeon Methanococcus maripaludis.
Liu, Y; Nakamura, A; Orlando, R; Söll, D; Whitman, WB; Zhu, X, 2012
)
1.43

Effects

ExcerptReferenceRelevance
"4-Thiouridine has maximum absorbance at 330 nm (pH 7.5)."( [Using of 4-thiouridine and 4-thiothymidine for pyrimidine nucleoside phosphorylase studing].
Alekseev, KS; Chuvikovskiĭ, DV; Esipov, RS; Mikhaĭlov, SN; Miroshnikov, AI; Mukhortov, VG; Panova, NG; Shcheveleva, EV; Zuev, AN,
)
1.07
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
affinity labelAn enzyme inhibitor, generally irreversible, that is similar in structure to a particular substrate for a specific enzyme.
antimetaboliteA substance which is structurally similar to a metabolite but which competes with it or replaces it, and so prevents or reduces its normal utilization.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
thiouridine
nucleoside analogueAn analogue of a nucleoside, being an N-glycosyl compound in which the nitrogen-containing moiety is a modified nucleotide base. They are commonly used as antiviral products to prevent viral replication in infected cells.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (474)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990171 (36.08)18.7374
1990's64 (13.50)18.2507
2000's95 (20.04)29.6817
2010's105 (22.15)24.3611
2020's39 (8.23)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 36.51

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index36.51 (24.57)
Research Supply Index6.18 (2.92)
Research Growth Index4.59 (4.65)
Search Engine Demand Index52.48 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (36.51)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews16 (3.31%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other467 (96.69%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]