2'-O,4'-C-Methyleneguanosine

Name: 2'-O,4'-C-Methyleneguanosine
Brand: ChemScene
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CAS No. 207131-16-6
Cat. No. CS-0518690
Purity≥98%
MDL No.MFCD31707476

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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. 207131-16-6
Cat. No. CS-0518690
Purity ≥98%
MDL No. MFCD31707476
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃N₅O₅
Molecular Weight 295.25
Synonym(s) LNA-G
SMILES OC[C@]12[C@@H](O)[C@@H](OC2)[C@H](N3C(N=C(N)NC4=O)=C4N=C3)O1

Description

2'-O,4'-C-Methyleneguanosine features a rigid bicyclic sugar moiety that locks the ribose in the North conformation, enhancing nuclease resistance and stabilizing RNA duplexes. This structural constraint improves binding affinity in antisense applications and supports efficient incorporation into oligonucleotides for therapeutic development.

Application

2'-O,4'-C-Methyleneguanosine serves as a key nucleoside building block for the synthesis of antiviral agents and oligonucleotide therapeutics. Its constrained ribose ring enhances nuclease resistance while maintaining favorable hybridization properties. The methylene bridge between the 2' and 4' positions stabilizes the C3'-endo sugar conformation, facilitating incorporation into RNA analogs. This compound enables efficient phosphoramidate coupling and exhibits robust bench stability under standard synthetic conditions.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 148.51
LogP -2.2786
H_Acceptors 9
H_Donors 4
Rotatable_Bonds 2

Other Classifications

Life Science Nucleosides & Nucleotides Nucleosides, Deoxyribonucleosides and Other Nucleosides

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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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2'-O,4'-C-Methyleneguanosine

CAS No. 207131-16-6

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