Oligonucleotide Synthesis, RNA Raw Materials & Modification

5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH64115CAS号81256-87-3纯度>=99%

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产品概述

快速信息

产品系列: Oligonucleotide Synthesis, RNA Raw Materials & Modification
分子式: C43H49N3O8Si
分子量: 763.9
纯度: >=99%

5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine is cytidine carrying three protecting groups: a 5'-O-(4,4'-dimethoxytrityl) (DMT) group, a 2'-O-(tert-butyldimethylsilyl) (TBDMS) group, and an N4-benzoyl base-protecting group. CH64115 is identified by CAS 81256-87-3, molecular formula C43H49N3O8Si, molecular weight 763.9, PubChem CID 11029064, and InChIKey AOXWVTIMEGOVNF-PKGPUZNISA-N.

It is an RNA phosphoramidite precursor: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle, the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during RNA synthesis, and the N4-benzoyl group masks the cytosine exocyclic amine and is removed at final deprotection.

同义词

5'-O-DMT-2'-O-TBDMS-N4-benzoylcytidine; 5'-O-DMT-2'-O-tert-butyldimethylsilyl-N4-Bz-rC; DMT-2'-TBDMS-rC(Bz)

身份与规格

Catalog No.	CH64115
CAS No.	81256-87-3
Molecular Formula	C43H49N3O8Si
Molecular Weight	763.9
PubChem CID	11029064
InChIKey	AOXWVTIMEGOVNF-PKGPUZNISA-N
Purity	>=99%

储存条件

2-8 C

技术属性

Nucleobase: Cytosine
5'-O protection: DMT (dimethoxytrityl)
2'-O protection: TBDMS (tert-butyldimethylsilyl)
Base protection: N4-Benzoyl
Packaging: 100 mg; 200 mg; 500 mg; 1 g; 5 g; 10 g; 50 g; 100 g; 250 g; 500 g; 1 mL; Custom packaging on request
Solution concentration: 10 mM in DMSO
Water content: <=1.0%
Physical form: white to off-white powder
Stability: 2 years at 2-8 C

应用背景

5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each RNA chain-elongation cycle.
2'-O-TBDMS 2'-OH protection: the tert-butyldimethylsilyl group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis.
N4-benzoyl base protection: the benzoyl group masks the cytosine exocyclic amine during synthesis and is removed at final deprotection.

公开来源

Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
PubChem 化合物 11029064
PubChem · CID 11029064

常见问题

What do the three protecting groups on this cytidine do?

The 5'-O-DMT group is an acid-labile 5'-hydroxyl protection removed at the start of each RNA chain-elongation cycle; the 2'-O-TBDMS group protects the ribose 2'-hydroxyl during solid-phase RNA synthesis; and the N4-benzoyl group protects the cytosine exocyclic amine, removed at final deprotection.

How does it differ from 5'-O-DMT-2'-O-TBDMS-N4-acetylcytidine?

Both are 5'-O-DMT-2'-O-TBDMS-protected cytidines with a protected cytosine N4-amine, but this one uses a benzoyl group rather than acetyl. The acetyl form is cataloged separately.