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

Packsize	Purity	Availability	Price	Discounted Price
1mg	98%	in stock	$6.00	$4.00
100mg	98%	in stock	$10.00	$7.00
250mg	98%	in stock	$23.00	$16.00
1g	98%	in stock	$43.00	$30.00
5g	98%	in stock	$129.00	$90.00
10g	98%	in stock	$256.00	$179.00
25g	98%	in stock	$606.00	$424.00

Description

• Catalog Number: AF35818
• 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

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

Upstream Synthesis Route

2'-O-Methylguanosine is a versatile nucleoside derivative that finds wide application in chemical synthesis, particularly in the field of medicinal chemistry and pharmaceutical research. This compound serves as a key building block in the synthesis of nucleic acid analogs and modified RNA molecules. Through strategic incorporation of 2'-O-Methylguanosine into oligonucleotide sequences, researchers can fine-tune the stability, binding affinity, and enzymatic properties of RNA molecules for various biological and therapeutic applications. Additionally, 2'-O-Methylguanosine is utilized in the development of modified RNA vaccines and antisense oligonucleotides, offering enhanced resistance to nuclease degradation and improved pharmacokinetic profiles. Its strategic use in chemical synthesis enables the creation of tailored nucleic acid structures with enhanced functionality and potential therapeutic benefits.

Literature

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

  Bioorganic & medicinal chemistry letters 20100101

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

  Biochemistry 20080205

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

  BMC biochemistry 20070101

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

  Nucleosides, nucleotides & nucleic acids 20060301

• 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.

  The Journal of biological chemistry 20050225

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

  Journal of medicinal chemistry 20050224

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

  Journal of medicinal chemistry 20040422

• Novel synthesis of 2'-O-methylguanosine.

  Bioorganic & medicinal chemistry letters 20030519

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

  The Journal of antimicrobial chemotherapy 20030401

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

  Nucleosides, nucleotides & nucleic acids 20030101

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

  Genes to cells : devoted to molecular & cellular mechanisms 20020301

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

  Biochemistry 20011127