13239-97-9
Chemical Structure
2-Thiocytidine
- CAS No.: 13239-97-9
- Formula:C9H13N3O4S
- Molecular Weight:259.28
IUPAC Name: 4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2(1H)-thione
InChIKey: RHFUOMFWUGWKKO-XVFCMESISA-N
SMILES: S=C1N([C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)C=CC(N)=N1
Biological Activity: 2-Thiocytidine is a natural thionucleoside in prokaryotic tRNA, which is biosynthesized under the catalysis of intracellular sulfur transferase systems and possesses multiple activities such as metal coordination and nucleic acid conformation regulation. 2-Thiocytidine forms stable Zn2+ and Cd2+ complexes via its (C2) S group, with partial involvement of N3; metal binding acidifies the deprotonation process of (C4) NH2. 2-Thiocytidine can be used in related research in various fields including nanotechnology and click chemistry for interstrand DNA crosslinking[1][2].
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2-Thiocytidine | 99.23% | 2-Thiocytidine is a natural thionucleoside in prokaryotic tRNA, which is biosynthesized under the catalysis of intracellular sulfur transferase systems and possesses multiple activities such as metal coordination and nucleic acid conformation regulation. 2-Thiocytidine forms stable Zn2+ and Cd2+ complexes via its (C2) S group, with partial involvement of N3; metal binding acidifies the deprotonation process of (C4) NH2. 2-Thiocytidine can be used in related research in various fields including nanotechnology and click chemistry for interstrand DNA crosslinking. | ||||||||||||||||||||
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- [1]. Brasuń J, et al. Acid-base and metal ion binding properties of 2-thiocytidine in aqueous solution. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry. 2008 Jun;13(5):663-74. [Content Brief]
- [2]. Leszczyńska G, et al. Chemical synthesis of an RNA sequence containing 2-thiocytidine (s²C): the DY647 labelled anticodon stem and loop sequence of Staphylococcus aureus tRNA^Arg (s²C32, mnm⁵U34, t⁶A37). Tetrahedron Lett. 2011;52(34):4443-4447.
Keywords