4-thiouridine
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| General | |||||||||||||||||||
| Surname | 4-thiouridine | ||||||||||||||||||
| Molecular formula | C 9 H 12 N 2 O 5 S | ||||||||||||||||||
| Brief description |
yellow solid |
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| properties | |||||||||||||||||||
| Molar mass | 260.27 g mol −1 | ||||||||||||||||||
| Physical state |
firmly |
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| Melting point |
141-143 ° C |
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| solubility |
soluble in water and methanol |
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| As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . | |||||||||||||||||||
4-thiouridine is a chemical compound from the group of uridines . It is a rare nucleoside that contains the sulfur-containing base 4-thiouracil .
Occurrence
The compound is part of several transfer RNAs . It was discovered in Escherichia coli .
properties
4-thiouridine is a crystalline yellow solid that is soluble in water and methanol. It has a monoclinic crystal structure with space group C 2 (space group no. 5) .
use
4-Thiouridine is a thionucleobase used as an antisense agent and for RNA analysis, including RNA-RNA cross-coupling and RNA labeling. It is a photoreactive (cross-linking) uridine analogue that can be incorporated into RNA structures during phosphorylation to 4-thioUTP. The compound can be used to determine the specificity and kinetics of uridine cytidine - kinases to investigate, and is typically used to modify oligos, which are provided for RNA or RNA-protein structural studies. A 4-thio-rU modified RNA pentamer was used to study the effect of this modification on the codon-anticodon interaction when it is in the wobble position of the tRNA.
Individual evidence
- ↑ a b c W. Saenger, KH Scheit: Crystal structure of 4-thiouridine. In: Angewandte Chemie. 81, 1969, p. 121, doi : 10.1002 / anie.19690810313 .
- ↑ a b c d e f g Data sheet 4-Thiouridine, 98 +% from AlfaAesar, accessed on January 16, 2019 ( PDF )(JavaScript required) .
- ↑ Data sheet 4-Thiouridine, ≥98% from Sigma-Aldrich , accessed on January 16, 2019 ( PDF ).
- ↑ Lexicon of Biology: Thiouridin - Lexicon of Biology , accessed on January 16, 2019.