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1-methylpseudouridine

1-methylpseudouridine structure

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

Molecular Weight:: 258.229

MDL Number:: MFCD10687017

MOL File:: 13860-38-3.mol

Last updated:2024-04-23 19:22:53

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1-methylpseudouridine Properties

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
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\|
FDA UNII	09RAD4M6WF

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P280-P301+P312-P302+P352-P305+P351+P338

1-methylpseudouridine price

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	SMB01360	1-MethylpseudoUridine ≥98% (HPLC)	13860-38-3	50MG	$124	2024-03-01	Buy
Sigma-Aldrich	SMB01360	1-MethylpseudoUridine ≥98% (HPLC)	13860-38-3	250MG	$496	2024-03-01	Buy
Usbiological	296307	1-Methylpseudouridine	13860-38-3	1mg	$347	2021-12-16	Buy
Biosynth Carbosynth	NM35520	1-Methylpseudouridine	13860-38-3	25mg	$475	2021-12-16	Buy
Biosynth Carbosynth	NM35520	1-Methylpseudouridine	13860-38-3	0.5g	$571	2021-12-16	Buy

Product number	Packaging	Price	Buy
SMB01360	50MG	$124	Buy
SMB01360	250MG	$496	Buy
296307	1mg	$347	Buy
NM35520	25mg	$475	Buy
NM35520	0.5g	$571	Buy

1-methylpseudouridine Chemical Properties,Uses,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.

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).

Definition

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

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 synthesis

Synthesis of 1-methylpseudouridine from 2,4(1H,3H)-Pyrimidinedione, 5-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-

1-methylpseudouridine Preparation Products And Raw materials

Raw materials

2,4(1H,3H)-Pyrimidinedione, 1-methyl-5-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)- 2,4(1H,3H)-Pyrimidinedione, 5-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)- 2,4(1H,3H)-Pyrimidinedione, 5-[5-O-[(1,1-dimethylethyl)diphenylsilyl]-2,3-O-(1-methylethylidene)-β-D-ribofuranosyl]-1-methyl-

Preparation Products

1-methylpseudouridine Suppliers

Global( 151)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.	+86-021-61551413 +8618813727289	contact@trustwe.com	China	5738	58
Fuxin Pharmaceutical	+86-021-021-50872116 +8613122107989	contact@fuxinpharm.com	China	10297	58
Yunbio Tech Co.,Ltd.	+86-010-60605551 +86-18046518538	yunbiochem@126.com	China	321	58
Wuhu Nuowei chemistry Co., Ltd.	+86-0553-2911116-802 +undefined17756524438	sales1@nuowei-chem.com	China	1642	58
SHANGHAI NOVRIBO BIOTECH	17821030819	June.Liu@Desano.com	China	73	58
Zhengzhou Chemprize Biotech Co., Ltd.	+86-86-0371-56768238 +8615981919713	sales@chemprize.com	China	297	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	7786	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
Shenzhen Nexconn Pharmatechs Ltd	+86-755-89396905 +86-15013857715	admin@nexconn.com	China	10248	58

Supplier	Advantage
BOC Sciences	58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.	58
Fuxin Pharmaceutical	58
Yunbio Tech Co.,Ltd.	58
Wuhu Nuowei chemistry Co., Ltd.	58
SHANGHAI NOVRIBO BIOTECH	58
Zhengzhou Chemprize Biotech Co., Ltd.	58
Henan Fengda Chemical Co., Ltd	58
ATK CHEMICAL COMPANY LIMITED	60
Shenzhen Nexconn Pharmatechs Ltd	58

View Lastest Price from 1-methylpseudouridine manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-23	1-methylpseudouridine 13860-38-3	US $8.00-6.00 / kg	1kg	99%	g-kg-tons, free sample is available	Henan Fengda Chemical Co., Ltd
2024-02-06	N1-Methylpseudouridine 13860-38-3	US $0.00-0.00 / g	10g	99.5%	100kg monthly	Yunbio Tech Co.,Ltd.
2023-05-10	1-Methylpseudouridine 13860-38-3	US $0.00 / g	1g	98%	100kg	Hefei Huana Biomedical Technology Co.,Ltd.

1-methylpseudouridine
13860-38-3
US $8.00-6.00 / kg
99%
Henan Fengda Chemical Co., Ltd

N1-Methylpseudouridine
13860-38-3
US $0.00-0.00 / g
99.5%
Yunbio Tech Co.,Ltd.

1-Methylpseudouridine
13860-38-3
US $0.00 / g
98%
Hefei Huana Biomedical Technology Co.,Ltd.

1-methylpseudouridine Spectrum

1-methylpseudouridine(13860-38-3)¹HNMR

13860-38-3(1-methylpseudouridine)Related Search:

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