Lot numbers can be found on the outside label of a product:
2’-O,4’-C-Methyleneuridine
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CAS No. 200435-92-3
- Cat. No. CS-0089190
- Purity≥98%
- MDL No.MFCD12911820
*For research and further manufacturing use only, not for direct human use.
Structure of 200435-92-3
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General Information
- CAS No. 200435-92-3
- Cat. No. CS-0089190
- Purity ≥98%
- MDL No. MFCD12911820
- Storage 4°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₂N₂O₆
- Molecular Weight 256.21
- Synonym(s) None
- SMILES OC[C@]12[C@@H](O)[C@@H](OC2)[C@H](N(C(N3)=O)C=CC3=O)O1
Description
2’-O,4’-C-Methyleneuridine features a rigid bicyclic sugar scaffold that enhances nuclease resistance and improves binding affinity in oligonucleotide therapeutics. This modified uridine analog integrates seamlessly into RNA sequences, offering enhanced stability under physiological conditions while maintaining efficient base pairing.
Application
2’-O,4’-C-Methyleneuridine serves as a key nucleoside building block for the synthesis of modified oligonucleotides, offering enhanced nuclease resistance and improved binding affinity. Its locked ribose conformation stabilizes the C3′-endo sugar pucker, facilitating precise duplex formation. The methylene bridge between the 2′-oxygen and 4′-carbon confers excellent bench stability and compatibility with standard phosphoramidite chemistry, enabling efficient incorporation into antisense and siRNA constructs.
Synthesis
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Route1
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200435-91-2 - ~99%
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In-stock
200435-92-3
References
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Bioorganic and medicinal chemistry, , vol. 9, # 4 p. 1001 - 1011
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Route2
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1174917-62-4
- ~86%
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In-stock
200435-92-3
References
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US2013/41011 A1, ; Paragraph 0264; 0270 ;
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Route3
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206055-63-2
- ~77%
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In-stock
200435-92-3
References
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Tetrahedron, , vol. 54, # 14 p. 3607 - 3630
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 113.78
- LogP -2.4438
- H_Acceptors 7
- H_Donors 3
- Rotatable_Bonds 2
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