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13860-38-3

  • Product Name:1-methylpseudouridine
  • Molecular Formula:C10H14 N2 O6
  • Purity:99%
  • Molecular Weight:258.231
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Product Details;

CasNo: 13860-38-3

Molecular Formula: C10H14 N2 O6

Reasoble Price Trader 1-methylpseudouridine 13860-38-3 In Medicine

  • Molecular Formula:C10H14 N2 O6
  • Molecular Weight:258.231
  • Boiling Point:°Cat760mmHg 
  • Flash Point:°C 
  • PSA:124.78000 
  • Density:1.576g/cm3 
  • LogP:-2.77240 

1-methylpseudouridine(Cas 13860-38-3) Usage

Description

N1-Methylpseudouridine is a modified nucleoside used for enhancing mRNA translation. Incorporation of N1-Methylpseudouridine into mRNA turns off the immune/eIF2α phosphorylation-dependent inhibition of translation, and increases ribosome pausing and density on the mRNA, thus dramatically facilitating the translation process. N1-Methylpseudouridine outperforms several other modified nucleosides (e.g. 5-Methylcytidine) and corresponding combinations in terms of translation capacity.

Definition

ChEBI: 1-methylpseudouridine is a methylpseudouridine in which the methyl group is located at position N-1 on the uracil ring.

Application

1-Methylpseudouridine is a substitute for uridine in modified mRNA. This substitution has shown to increase transfection by reducing immuogenicity. The 1-methylpseudouridine substituted mRNA increases protein expression due to low immune stimulation as it evades detection by the edosomal Toll-like receptor (TLR3).

InChI:InChI=1/C10H14N2O6/c1-12-2-4(9(16)11-10(12)17)8-7(15)6(14)5(3-13)18-8/h2,5-8,13-15H,3H2,1H3,(H,11,16,17)

13860-38-3 Relevant articles

Nucleosides. CVI. Synthesis of 1 N methyl 5 (β D ribofuranosyl)uracil (1 N methyl psi uridine) and its identity with a metabolite elaborated by Streptomyces platensis var. clarensis

Reichman,Hirota,Chu,et al.

, p. 129 - 131 (1977)

-

SYNTHESIS AND STRUCTURE OF HIGH POTENCY RNA THERAPEUTICS

-

, (2019/01/15)

This invention provides expressible poly...

Synthesis and solution conformation studies of 3-substituted uridine and pseudouridine derivatives

Chang, Yu-Cheng,Herath, Jayatilake,Wang, Tony H.-H.,Chow, Christine S.

, p. 2676 - 2686 (2008/09/21)

A series of 3-substituted uridine and ps...

A practical synthesis of N1-methyl-2'-deoxy-ψ-uridine (ψ-thymidine) and its incorporation into G-rich triple helix forming oligonucleotides

Bhattacharya,Devivar,Revankar

, p. 1269 - 1287 (2007/10/02)

A convenient synthesis of N1-methyl-2'-d...

Nucleosides. 120. Syntheses of 2'-deoxy-ψ-isocytidine and 2'-deoxy-1-methyl-ψ-uridine from ψ-uridine

Matsuda,Chu,Reichman,et al.

, p. 3603 - 3609 (2007/10/02)

-

13860-38-3 Process route

1-methyl-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)pseudouridine
1024616-73-6

1-methyl-5'-O-(tert-butyldiphenylsilyl)-2',3'-O-(isopropylidene)pseudouridine

N<SUP>1</SUP>-methylpseudouridine
13860-38-3

N1-methylpseudouridine

Conditions
Conditions Yield
With trifluoroacetic acid; In water; at 20 ℃; for 1h;
90%
N1-methyl-2',3',5'-tri-O-acetyl-ψ-uridine
61289-19-8

N1-methyl-2',3',5'-tri-O-acetyl-ψ-uridine

N<SUP>1</SUP>-methylpseudouridine
13860-38-3

N1-methylpseudouridine

Conditions
Conditions Yield
With ammonia; In methanol; for 24h; Ambient temperature;
90%

13860-38-3 Upstream products

  • 1445-07-4
    1445-07-4

    pseudouridine

  • 74-88-4
    74-88-4

    methyl iodide

  • 61289-19-8
    61289-19-8

    N1-methyl-2',3',5'-tri-O-acetyl-ψ-uridine

  • 24800-34-8
    24800-34-8

    5-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrimidine-2,4-(1H,3H)-dione

13860-38-3 Downstream products

  • 127517-32-2
    127517-32-2

    1-methyl-2'-O-tosylpseudouridine

  • 127517-33-3
    127517-33-3

    1-methyl-3'-O-tosylpseudouridine

  • 65358-15-8
    65358-15-8

    Pseudothymidine

  • 136804-01-8
    136804-01-8

    N1-methyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-ψ-uridine

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