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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)

Quality Level

200

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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
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
A R Van Rompay et al.
Molecular pharmacology, 59(5), 1181-1186 (2001-04-18)
Uridine-cytidine kinases (UCK) have important roles for the phosphorylation of nucleoside analogs that are being investigated for possible use in chemotherapy of cancer. We have cloned the cDNA of two human UCKs. The approximately 30-kDa proteins, named UCK1 and UCK2
Florin Sasarman et al.
Human molecular genetics, 20(23), 4634-4643 (2011-09-06)
MTU1 (TRMU) is a mitochondrial enzyme responsible for the 2-thiolation of the wobble U in tRNA(Lys), tRNA(Glu) and tRNA(Gln), a post-transcriptional modification believed to be important for accurate and efficient synthesis of the 13 respiratory chain subunits encoded by mtDNA.
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