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113886-72-9

113886-72-9 | Uridine, 2'-O-methyl-2-thio-

CAS No: 113886-72-9 Catalog No: AG0009ZH MDL No:

Product Description

Catalog Number:
AG0009ZH
Chemical Name:
Uridine, 2'-O-methyl-2-thio-
CAS Number:
113886-72-9
Molecular Formula:
C10H14N2O5S
Molecular Weight:
274.2936
IUPAC Name:
1-[(2R,3R,4R,5R)-4-hydroxy-5-(hydroxymethyl)-3-methoxyoxolan-2-yl]-2-sulfanylidenepyrimidin-4-one
InChI:
InChI=1S/C10H14N2O5S/c1-16-8-7(15)5(4-13)17-9(8)12-3-2-6(14)11-10(12)18/h2-3,5,7-9,13,15H,4H2,1H3,(H,11,14,18)/t5-,7-,8-,9-/m1/s1
InChI Key:
WARUUAMZJXEUEA-ZOQUXTDFSA-N
SMILES:
CO[C@@H]1[C@H](O)[C@H](O[C@H]1n1ccc(=O)[nH]c1=S)CO

Properties

Complexity:
389  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Defined Bond Stereocenter Count:
0
Exact Mass:
274.062g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
274.291g/mol
Monoisotopic Mass:
274.062g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
123A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-0.8  

Literature

Title Journal
Chemical synthesis of LNA-2-thiouridine and its influence on stability and selectivity of oligonucleotide binding to RNA. Biochemistry 20091124
Activity of siRNAs with 2-thio-2'-O-methyluridine modification in mammalian cells. Nucleosides, nucleotides & nucleic acids 20091001
Study of the base discrimination ability of DNA and 2'-O-methylated RNA oligomers containing 2-thiouracil bases towards complementary RNA or DNA strands and their application to single base mismatch detection. Bioorganic & medicinal chemistry 20080601
Triplex forming ability of oligonucleotides containing 2'-O-methyl-2-thiouridine or 2-thiothymidine. Bioorganic & medicinal chemistry letters 20060615
Facilitating RNA structure prediction with microarrays. Biochemistry 20060117
SNPs analysis by use of oligonucleotides containing 2'-O-methyl-2-thiouridines. Nucleic acids symposium series (2004) 20050101

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