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T4509

Sigma-Aldrich

4-Thiouridine

≥98%

Synonym(s):

4sU, RNA synthesis inhibitor, Thiouridine

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About This Item

Empirical Formula (Hill Notation):
C9H12N2O5S
CAS Number:
13957-31-8
Molecular Weight:
260.27
EC Number:
237-735-3
MDL number:
MFCD00006538
UNSPSC Code:
41106305
PubChem Substance ID:
24900212
NACRES:
NA.51

biological source

synthetic (organic)

assay

≥98%

form

powder

solubility

water: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2C=CC(=S)NC2=O

InChI

1S/C9H12N2O5S/c12-3-4-6(13)7(14)8(16-4)11-2-1-5(17)10-9(11)15/h1-2,4,6-8,12-14H,3H2,(H,10,15,17)/t4-,6-,7-,8-/m1/s1

InChI key

ZLOIGESWDJYCTF-XVFCMESISA-N

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General description

4-Thiouridine is a photoreactive uridine analog.

Application

4-Thiouridine has been used in labeling and isolation of nascent RNAs.

Biochem/physiol Actions

4-Thiouridine plays a role in assessing nascent RNA synthesis. It also enhances site-specific crosslinking. 4-Thiouridine also acts as a photoaffinity probe due to its stability even while lacking specific photoactivation. It can also be incorporated into RNAs.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Indira Memet et al.
Nucleic acids research, 45(9), 5359-5374 (2017-01-25)
In eukaryotes, the synthesis of ribosomal subunits, which involves the maturation of the ribosomal (r)RNAs and assembly of ribosomal proteins, requires the co-ordinated action of a plethora of ribosome biogenesis factors. Many of these cofactors remain to be characterized in
Tsutomu Suzuki et al.
Annual review of genetics, 45, 299-329 (2011-09-14)
Mitochondria are eukaryotic organelles that generate most of the energy in the cell by oxidative phosphorylation (OXPHOS). Each mitochondrion contains multiple copies of a closed circular double-stranded DNA genome (mtDNA). Human (mammalian) mtDNA encodes 13 essential subunits of the inner
Ruijia Wang et al.
Cell reports, 26(10), 2766-2778 (2019-03-07)
Regulation of cleavage and polyadenylation (CPA) affects gene expression and polyadenylation site (PAS) choice. Here, we report that the CPA and termination factor PCF11 modulates gene expression on the basis of gene size. Although downregulation of PCF11 leads to inhibition
Lukas Windhager et al.
Genome research, 22(10), 2031-2042 (2012-04-28)
RNA synthesis and decay rates determine the steady-state levels of cellular RNAs. Metabolic tagging of newly transcribed RNA by 4-thiouridine (4sU) can reveal the relative contributions of RNA synthesis and decay rates. The kinetics of RNA processing, however, had so
Saskia Gressel et al.
Nature communications, 10(1), 3603-3603 (2019-08-11)
Eukaryotic gene transcription is often controlled at the level of RNA polymerase II (Pol II) pausing in the promoter-proximal region. Pausing Pol II limits the frequency of transcription initiation ('pause-initiation limit'), predicting that the pause duration must be decreased for
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