7-methylguanosine 5′-monophosphate – CAS 10162-58-0

7-methylguanosine 5′-monophosphate – CAS 10162-58-0 is synthesized by SigutLabs (Prague, Czech Republic). 

Purity (LC-MS)

min 95%

Package contents

7-methylguanosine 5′-monophosphate sodium salt

This compound is for research use only. We do not sell to patients.

Amount
5 mg
€ 400

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50 mg
€ 1600

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Amount
5 mg
€ 400

Stock

50 mg
€ 1600

Stock

Do you want custom amount?
Custom amount

Characterisation

CAS: 10162-58-0; 27537-03-7
IUPAC name: [(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1H-purin-9-ium-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
Other names: m7GMP, 7-methylGMP
Molecular weight: 378.26 g/mol  (free acid)
Molecular formula: C11H17N5O8P+
InChI: InChI=1S/C11H16N5O8P/c1-15-3-16(8-5(15)9(19)14-11(12)13-8)10-7(18)6(17)4(24-10)2-23-25(20,21)22/h3-4,6-7,10,17-18H,2H2,1H3,(H4-,12,13,14,19,20,21,22)/p+1/t4-,6-,7-,10-/m1/s1

Description

m⁷GMP (N7-methylguanosine monophosphate) is a modified nucleotide in which a methyl group is attached to the N7 position of guanosine monophosphate. It is a byproduct of mRNA cap degradation and plays a role in RNA metabolism. This modification is essential in eukaryotic mRNA capping, which enhances mRNA stability and regulates translation.

You can read more about RNA caps on our blog.

 

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References

  • Hickey, E. D., Weber, L. A., & Baglioni, C. (1976). Inhibition of initiation of protein synthesis by 7-methylguanosine-5′-monophosphate. Proceedings of the National Academy of Sciences73(1), 19-23.
  • Hendler, S. S., Fürer, E., & Srinivasan, P. R. (1970). Synthesis and chemical properties of monomers and polymers containing 7-methylguanine and an investigation of their substrate or template properties for bacterial deoxyribonucleic acid or ribonucleic acid polymerases. Biochemistry9(21), 4141-4153.
  • Darzynkiewicz, E., Ekiel, I., Tahara, S. M., Seliger, L. S., & Shatkin, A. J. (1985). Chemical synthesis and characterization of 7-methylguanosine cap analogs. Biochemistry24(7), 1701-1707.
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