4-THIOURACIL

4-THIOURACIL Basic information
Product Name:4-THIOURACIL
Synonyms:4-Thiouracil97%;4-Thiouracil 97%;2(1H)-Pyrimidinone, 3,4-dihydro-4-thioxo- (9CI);4-Thiouracil ,98%;4-Thioxo-1H-pyrimidin-2-one;2-HYDROXY-4-MERCAPTOPYRIMIDINE / 4-THIOURACIL;4-thiouracyl;4-sulfanylidene-1,2,3,4-tetrahydropyriMidin-2-one
CAS:591-28-6
MF:C4H4N2OS
MW:128.15
EINECS:
Product Categories:PYRIMIDINE
Mol File:591-28-6.mol
4-THIOURACIL Structure
4-THIOURACIL Chemical Properties
Melting point 295 °C (dec.) (lit.)
density 1.368 (estimate)
refractive index 1.7000 (estimate)
storage temp. Store at -20°C
solubility 1 M NaOH: soluble50mg/mL
form Powder
pka5.38±0.20(Predicted)
color Yellow
CAS DataBase Reference591-28-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36
WGK Germany 3
HS Code 29335990
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
4-THIOURACIL Usage And Synthesis
Description4-Thiouracil is a site-specific, photoactivatable probe used to detect RNA structures and nucleic acid-nucleic acid contacts. It absorbs ultraviolet light >300 nm and, in the presence of oxygen, acts as an energy donor to produce singlet oxygen by triplet-triplet energy transfer. The highly reactive oxygen species then reacts readily with 4-thiouracil, leading to the production of uracil and uracil-6-sulfonate, which is fluorescent at a wavelength of ~390 nm. 4-Thiouracil is used as a T. gondii uracil phosphoribosyltransferase substrate to produce 4-thiouridine monophosphate, which can ultimately be incorporated into RNA.
Chemical Propertiesyellow powder
Uses4-Thiouracil is suitable reagent employed in Schneider′s media for the embryos during RNA extraction. It may be employed as reagent for the Northwestern blotting technique.
Uses4-Thiouracil is a derivative of Uracil (U801000), which is a nitrogenous base in RNA nucleic acid. 4-Thiouracil is used for tagging in cell type-specific RNA isolation from intact complex tissues.
Synthesis Reference(s)Synthesis, p. 256, 1987 DOI: 10.1055/s-1987-27906
2-[(2,6-DIMETHOXYPYRIMIDIN-4-YL)THIO]BENZOIC ACID, METHYL ESTER 6-AMINO-2-HYDROXYPYRIMIDINE-4-SULFONIC ACID 4,5-DIAMINO-2-HYDROXY-6-MERCAPTOPYRIMIDINE HEMISULFATE SALT 4-Methyl-6-mercapto-2-pyrimidinol 4-METHYL-6-(METHYLSULFANYL)PYRIMIDIN-2-OL 5-(HYDROXYMETHYL)-2-THIOURACIL 6-PROPYL-2-THIOURACIL SOLUTION 100UG/ML IN METHANOL 1ML 2-Thiouracil 2-HYDROXY-4-METHYL-6-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID 2-THIOURACIL-5-CARBOXYLIC ACID,5-carboxy-2-thiouracil free acid 4-THIOURACIL 2-[(2,6-DIMETHOXYPYRIMIDIN-4-YL)THIO]BENZOIC ACID 6-(HYDROXYMETHYL)-2-THIOURACIL 6-AZA-2-THIOURACIL 5-BROMO-2-METHOXY-4-(METHYLTHIO)PYRIMIDINE THIOURACIL, [2-14C] 5-METHYL-2-THIOURACIL 1G [R] 2,4-DIMETHOXY-6-MERCAPTOPYRIMIDINE

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