Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-O-TBDMS-Inosine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

Product NoCH65016CAS No261518-12-1Purity>98.00%
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Product summary

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Product family
Oligonucleotide Synthesis, RNA Raw Materials & Modification
MF
C46H61N6O8PSi
MW
885.1
Purity
>98.00%

2'-O-TBDMS-Inosine CE Phosphoramidite is the inosine building block for RNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-inosine (hypoxanthine base) bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65016 is identified by CAS 261518-12-1, molecular formula C46H61N6O8PSi, molecular weight 885.1, PubChem CID 135483567, and InChIKey ZUFMOUFQBYZIHB-JFOZTMRSSA-N.

Nucleoside phosphoramidites are the coupling monomers used in automated solid-phase RNA synthesis: the 3'-phosphoramidite is the reactive group that couples to the growing chain, the acid-labile 5'-DMT is removed at the start of each cycle, and the 2'-O-TBDMS protects the ribose 2'-hydroxyl. Because the hypoxanthine base has no exocyclic amine, no base protecting group is required.

Synonyms

DMT-2'-O-TBDMS-rI phosphoramidite; 5'-O-DMT-2'-O-TBDMS-inosine 3'-CE phosphoramidite

Identity and specifications

Catalog No.CH65016
CAS No.261518-12-1
Molecular FormulaC46H61N6O8PSi
Molecular Weight885.1
PubChem CID135483567
InChIKeyZUFMOUFQBYZIHB-JFOZTMRSSA-N
Purity>98.00%

Storage conditions

room temperature

Technical attributes

Monomer class
RNA CE phosphoramidite
Nucleobase
Hypoxanthine
2'-O protection
TBDMS (tert-butyldimethylsilyl)
Base protection
Unprotected
Packaging
25 mg; 50 mg; 100 mg; 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; Custom packaging on request
Physical form
white to off-white powder

Application context

  • RNA coupling monomer: the 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite is the reactive group that couples to the growing oligonucleotide chain in automated solid-phase RNA synthesis.
  • 5'-DMT + 2'-O-TBDMS protection: the acid-labile 5'-DMT is removed each cycle, while the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during synthesis.
  • No base protection needed: the hypoxanthine base has no exocyclic amine, so this monomer requires no base protecting group.

Related technical resources

Public references

Frequently Asked Questions

Why does the inosine RNA phosphoramidite have no base protecting group?

The hypoxanthine base of inosine has no reactive exocyclic amine, so it needs no base protection. The monomer carries the acid-labile 5'-O-DMT group (removed each cycle), the 2'-O-TBDMS group (protects the ribose 2'-hydroxyl), and the 3'-phosphoramidite coupling group.

How does it differ from the 2'-deoxyinosine phosphoramidite?

This is the ribonucleoside (RNA) form with a 2'-O-TBDMS-protected 2'-hydroxyl, whereas the 2'-deoxyinosine amidite has no 2'-OH. The 2'-deoxyinosine amidite is cataloged separately.

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