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2140-71-8,MFCD00057053
Catalog No.:AA00BHIM

2140-71-8 | 2'-O-Methylguanosine

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1mg
98%
in stock  
$6.00   $4.00
- +
100mg
98%
in stock  
$12.00   $8.00
- +
250mg
98%
in stock  
$25.00   $18.00
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1g
98%
in stock  
$65.00   $46.00
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5g
98%
in stock  
$277.00   $194.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BHIM
Chemical Name:
2'-O-Methylguanosine
CAS Number:
2140-71-8
Molecular Formula:
C11H15N5O5
Molecular Weight:
297.2673
MDL Number:
MFCD00057053
SMILES:
CO[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1nc(N)[nH]c2=O)CO
Properties
Properties
 
BP:
711.7°C at 760 mmHg  
Form:
Solid  
MP:
227-231 °C (dec.)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
460  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
-1.4  

Literature

Title: Facile and efficient approach for the synthesis of N(2)-dimethylaminomethylene-2'-O-methylguanosine.

Journal: Bioorganic & medicinal chemistry letters 20100101

Title: The thermodynamics of 3'-terminal pyrene and guanosine for the design of isoenergetic 2'-O-methyl-RNA-LNA chimeric oligonucleotide probes of RNA structure.

Journal: Biochemistry 20080205

Title: Metabolic signature of breast cancer cell line MCF-7: profiling of modified nucleosides via LC-IT MS coupling.

Journal: BMC biochemistry 20070101

Title: An efficient process for synthesis of 2'-O-methyl and 3'-O-methyl guanosine from 2-aminoadenosine using diazomethane and the catalyst stannous chloride.

Journal: Nucleosides, nucleotides & nucleic acids 20060301

Title: A relaxed discrimination of 2'-O-methyl-GTP relative to GTP between de novo and Elongative RNA synthesis by the hepatitis C RNA-dependent RNA polymerase NS5B.

Journal: The Journal of biological chemistry 20050225

Title: Synthesis and evaluation of S-acyl-2-thioethyl esters of modified nucleoside 5'-monophosphates as inhibitors of hepatitis C virus RNA replication.

Journal: Journal of medicinal chemistry 20050224

Title: Structure-activity relationship of purine ribonucleosides for inhibition of hepatitis C virus RNA-dependent RNA polymerase.

Journal: Journal of medicinal chemistry 20040422

Title: Novel synthesis of 2'-O-methylguanosine.

Journal: Bioorganic & medicinal chemistry letters 20030519

Title: Inhibition of human immunodeficiency virus 1 replication in vitro by a self-stabilized oligonucleotide with 2'-O-methyl-guanosine-uridine quadruplex motifs.

Journal: The Journal of antimicrobial chemotherapy 20030401

Title: MDPSCL2: a new protecting group for chemoselective synthesis of 2'-O-alkylated guanosines.

Journal: Nucleosides, nucleotides & nucleic acids 20030101

Title: Identification and characterization of tRNA (Gm18) methyltransferase from Thermus thermophilus HB8: domain structure and conserved amino acid sequence motifs.

Journal: Genes to cells : devoted to molecular & cellular mechanisms 20020301

Title: Anticodon domain methylated nucleosides of yeast tRNA(Phe) are significant recognition determinants in the binding of a phage display selected peptide.

Journal: Biochemistry 20011127

Title: B C Persson, et al. The spoU gene of Escherichia coli, the fourth gene of the spoT operon, is essential for tRNA (Gm18) 2'-O-methyltransferase activity. Nucleic Acids Res. 1997 Oct 15;25(20):4093-7.

Title: T Mori, et al. Isolation and identification of apoptosis inducing nucleosides from CD57(+)HLA-DRbright natural suppressor cell line. Biochem Biophys Res Commun. 1998 Oct 20;251(2):416-22.

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