Lot numbers can be found on the outside label of a product:
2-O-Methylcytosine
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CAS No. 3289-47-2
- Cat. No. CS-0006060
- Purity≥97%
- MDL No.MFCD00128201
*For research and further manufacturing use only, not for direct human use.
Structure of 3289-47-2
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General Information
- CAS No. 3289-47-2
- Cat. No. CS-0006060
- Purity ≥97%
- MDL No. MFCD00128201
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₅H₇N₃O
- Molecular Weight 125.13
- Synonym(s) 4-Amino-2-methoxypyrimidine
- SMILES NC1=NC(OC)=NC=C1
Description
2-O-Methylcytosine offers site-specific nucleobase modification with enhanced stability and resistance to enzymatic degradation. This analog integrates seamlessly into oligonucleotide synthesis, providing improved nuclease resilience while maintaining base-pairing fidelity in duplex DNA structures.
Application
2-O-Methylcytosine serves as a valuable nucleoside analog for probing RNA structure and function, offering enhanced metabolic stability compared to unmodified cytosine. It functions as a direct replacement in oligonucleotide synthesis, enabling site-specific incorporation into DNA/RNA strands with minimal perturbation to duplex stability. The methyl ether group confers resistance to enzymatic degradation while maintaining base-pairing fidelity, making it particularly useful in antisense technologies and synthetic biology applications requiring prolonged functional activity.
Synthesis
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Route1
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In-stock
7461-50-9 - ~51%
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In-stock
3289-47-2
References
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Glaxosmithkline LLC; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T. Patent: US2013/345120 A1, 2013 ; Location in patent: Page/Page column ;
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Route2
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In-stock
7461-50-9
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124-41-4 - ~%
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In-stock
3289-47-2
References
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WO2005/49616 A1, ; Page/Page column 80 ; WO 2005/049616 A1
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Route3
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3934-20-1
- ~%
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In-stock
3289-47-2
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In-stock
155-90-8
References
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Journal of the American Chemical Society, , vol. 52, p. 1152,1156; vgl. H 24 80 Journal of the American Chemical Society, , vol. 56, p. 190,192 Zhurnal Obshchei Khimii, , vol. 27, p. 2113;engl.Ausg. S.2170
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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 : H302-H319
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Precautionary Statements : P264-P270-P280-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 61.03
- LogP 0.0674
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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