5-Methyl-2′-O-methyl-uridine

Name: 5-Methyl-2′-O-methyl-uridine
Brand: ChemScene
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CAS No. 55486-09-4
Cat. No. CS-0166797
Purity≥97%
MDL No.MFCD03788700

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 55486-09-4
Cat. No. CS-0166797
Purity ≥97%
MDL No. MFCD03788700
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆N₂O₆
Molecular Weight 272.26
Synonym(s) 2'-O-Methyl-5-methyluridine
SMILES OC[C@@H]1[C@@H](O)[C@@H](OC)[C@H](N2C(NC(C(C)=C2)=O)=O)O1

Description

5-Methyl-2′-O-methyl-uridine features a methyl group at the 5-position and a 2′-O-methyl modification, enhancing nuclease resistance and metabolic stability. This dual substitution improves cellular uptake and structural rigidity, making it ideal for antisense oligonucleotide design and RNA therapeutics development.

Application

5-Methyl-2′-O-methyl-uridine serves as a valuable nucleoside building block for the synthesis of modified oligonucleotides, offering enhanced nuclease resistance and improved binding affinity. Its 5-methyl substitution increases hydrophobicity and stabilizes base pairing, while the 2′-O-methyl modification enhances metabolic stability and facilitates efficient coupling in solid-phase synthesis. The compound exhibits excellent bench stability and is compatible with standard phosphoramidite protocols, enabling reliable incorporation into antisense agents and RNA therapeutics.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 113.78
LogP -1.88938
H_Acceptors 7
H_Donors 3
Rotatable_Bonds 3

Other Classifications

Life Science Nucleosides & Nucleotides 5'-Protected Nucleosides

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Nucleic Acid Chemistry Protected Nucleosides

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleobases and their Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleoside Analogs

Biochemistry Biochemicals and Reagents Nucleosides, Nucleotides, Oligonucleotides Nucleosides

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5-Methyl-2′-O-methyl-uridine

CAS No. 55486-09-4

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