3′-O-Methyladenosine

Name: 3′-O-Methyladenosine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 10300-22-8
Cat. No. CS-0505053
Purity≥97%
MDL No.MFCD00057003

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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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Structure of 10300-22-8

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General Information

CAS No. 10300-22-8
Cat. No. CS-0505053
Purity ≥97%
MDL No. MFCD00057003
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅N₅O₄
Molecular Weight None
Synonym(s) None
SMILES O[C@@H]1[C@H](OC)[C@@H](CO)O[C@H]1N2C=NC3=C(N=CN=C32)N

Description

3′-O-Methyladenosine features a methyl group appended to the 3′-oxygen of adenosine, enhancing metabolic stability and resistance to enzymatic degradation. This modification improves bioavailability in nucleic acid therapeutics and enables robust incorporation into oligonucleotide sequences for functional studies.

Application

3′-O-Methyladenosine serves as a stable nucleoside building block for the synthesis of modified oligonucleotides, enabling site-specific incorporation of 3′-O-methylated residues. Its methyl ether functionality enhances nuclease resistance and improves pharmacokinetic properties in therapeutic RNA applications. The compound exhibits high bench stability, compatibility with standard phosphoramidite coupling protocols, and facilitates efficient solid-phase synthesis with minimal side reactions.

Synthesis

Route1
- 17287-03-5
- 58-61-7
- ~36%
- 60037-52-7
- In-stock
  
  57817-83-1
- In-stock
  
  2140-79-6
- In-stock
  
  10300-22-8
References
- Yamauchi, Kiyoshi; Nakagima, Toru; Kinoshita, Masayoshi Journal of Organic Chemistry, 1980 , vol. 45, # 19 p. 3865 - 3868
Route2
- 58-61-7
- 74-88-4
- ~0%
- In-stock
  
  2140-79-6
- In-stock
  
  10300-22-8
References
- Quaedflieg, Peter J. L. M.; Heiden, Arthur P. van der; Koole, Leo H.; Coenen, Annie J. J. M.; Wal, Sjoerd van der; Meijer, Emmo M. Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5846 - 5859
Route3
- 17287-03-5
- 58-61-7
- ~15%
- In-stock
  
  57817-83-1
- 20649-46-1
- In-stock
  
  2140-79-6
- In-stock
  
  10300-22-8
References
- Yamauchi, Kiyoshi; Nakagima, Toru; Kinoshita, Masayoshi Journal of Organic Chemistry, 1980 , vol. 45, # 19 p. 3865 - 3868

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 128.54
LogP -1.3259
H_Acceptors 9
H_Donors 3
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Nucleosides & Nucleotides Nucleosides, Deoxyribonucleosides and Other 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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3′-O-Methyladenosine

CAS No. 10300-22-8

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