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1-methylpseudouridine

Product Name
1-methylpseudouridine
CAS No.
13860-38-3
Chemical Name
1-methylpseudouridine
Synonyms
U-50228;Antibiotic U-50228;N1-Me-Pseudouridine;1-N-ME-PSEUDOURIDINE;N1-methylpseudourine;Nl-methylpseudourine;1-methylpseudouridine;1-Methyipseudouridine;N1-methylpeudouridine;N1-Methylpseudouridine
CBNumber
CB01347548
Molecular Formula
C10H14N2O6
Formula Weight
258.229
MOL File
13860-38-3.mol
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1-methylpseudouridine Property

Density 
1.576±0.06 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
>20 mg/mL in EtOH; >20.65 mg/mL in DMSO
pka
9.43±0.10(Predicted)
form 
A solid
color 
White to off-white
Water Solubility 
insoluble in Water;
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)/t5-,6-,7-,8+/s3
InChIKey
UVBYMVOUBXYSFV-CAYFCZNJNA-N
SMILES
[C@@H]1(O)[C@@H](CO)O[C@@H](C2C(=O)NC(=O)N(C)C=2)[C@@H]1O |&1:0,2,6,16,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SMB01360
Product name
1-MethylpseudoUridine
Purity
≥98% (HPLC)
Packaging
50MG
Price
$124
Updated
2024/03/01
Sigma-Aldrich
Product number
SMB01360
Product name
1-MethylpseudoUridine
Purity
≥98% (HPLC)
Packaging
250MG
Price
$496
Updated
2024/03/01
Usbiological
Product number
296307
Product name
1-Methylpseudouridine
Packaging
1mg
Price
$347
Updated
2021/12/16
Biosynth Carbosynth
Product number
NM35520
Product name
1-Methylpseudouridine
Packaging
25mg
Price
$475
Updated
2021/12/16
Biosynth Carbosynth
Product number
NM35520
Product name
1-Methylpseudouridine
Packaging
0.5g
Price
$571
Updated
2021/12/16
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1-methylpseudouridine Chemical Properties,Usage,Production

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).

Biochem/physiol Actions

N1-methylpseudouridine (m1Ψ), the modification used in the current mRNA SARS-CoV-2 vaccines, was found to possess superior characteristics to Ψ; m1Ψ elicited less immunogenicity and increased protein production by more than an order of magnitude relative to Ψ m1Ψ preserves the fidelity of tRNA selection by the ribosome. Kim et al. explored the effect of m1Ψ and Ψ on decoding using various in vitro systems. They found that m1Ψ slightly decreases the rate of peptide-bond formation. It also suppresses near-stop codon recognition by release factors and m1Ψ-modified SARS-CoV-2 spike protein mRNA is translated faithfully by eukaryotic ribosomes. Unlike Ψ, m1Ψ does not stabilize mismatches during RNA-duplex formation. Ψ, but not m1Ψ, increases errors by reverse transcriptases[3].

Advantages

N1-Methylpseudouridine is the methylated derivative of pseudouridine. It is used in in vitro transcription and for the production of RNA vaccines.In vertebrates, it stimulates significantly less activation of the innate immune response compared to uridine,while the translation is stronger.In protein biosynthesis, it is read like uridine and enables comparatively high protein yields.The nucleoside itself can be made by chemical methylation of pseudouridine.

References

1. Svitkin YV, Cheng YM, Chakraborty T, et al. N1-methyl-pseudouridine in mRNA enhances translation through eIF2α-dependent and independent mechanisms by increasing ribosome density. Nucleic Acids Research, 2017, 45(10): 6023-6036.
2. Andries O, Mc Cafferty S, De Smedt SC, et al N(1)-methylpseudouridine-incorporated mRNA outperforms pseudouridine-incorporated mRNA by providing enhanced protein expression and reduced immunogenicity in mammalian cell lines and mice. Journal of Controlled Release, 2015, 217: 337-344.
3. Kyusik Q Kim. “N1-methylpseudouridine found within COVID-19 mRNA vaccines produces faithful protein products.” Cell reports 40 9 (2022): 111300.

1-methylpseudouridine Preparation Products And Raw materials

Raw materials

Preparation Products

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1-methylpseudouridine Suppliers

Gagri Global IT Services Pvt. Ltd.
Tel
--
Fax
--
Email
info@sapalaorganics.com
Country
India
ProdList
1321
Advantage
58
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View Lastest Price from 1-methylpseudouridine manufacturers

Hefei Huana Biomedical Technology Co.,Ltd.
Product
1-Methylpseudouridine 13860-38-3
Price
US $0.00/g
Min. Order
1g
Purity
98%
Supply Ability
100kg
Release date
2023-05-09
Yunbio Tech Co.,Ltd.
Product
N1-Methylpseudouridine 13860-38-3
Price
US $0.00-0.00/g
Min. Order
10g
Purity
99.5%
Supply Ability
100kg monthly
Release date
2022-02-24
Henan Fengda Chemical Co., Ltd
Product
1-methylpseudouridine 13860-38-3
Price
US $8.00-6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-23

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