Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-Deoxyuridine CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65007CAS号109389-30-2纯度99.75% (HPLC)

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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: C39H47N4O8P
分子量: 730.8
纯度: 99.75% (HPLC)

2'-Deoxyuridine CE Phosphoramidite is the 2'-deoxyuridine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65007 is identified by CAS 109389-30-2, molecular formula C39H47N4O8P, molecular weight 730.8, PubChem CID 11061591, and InChIKey ZGJUDTLSWZPIDW-MVFNBKNKSA-N.

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

同义词

DMT-dU phosphoramidite; 5'-O-DMT-2'-deoxyuridine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65007
CAS No.	109389-30-2
Molecular Formula	C39H47N4O8P
Molecular Weight	730.8
PubChem CID	11061591
InChIKey	ZGJUDTLSWZPIDW-MVFNBKNKSA-N
Purity	99.75% (HPLC)

储存条件

-20 C, dry inert atmosphere

技术属性

Monomer class: DNA CE phosphoramidite
Nucleobase: Uracil
5'-O protection: DMT (dimethoxytrityl)
Base protection: Unprotected
Grade: N (Normal)
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; 1 mL; Custom packaging on request
Solution concentration: 10 mM in DMSO (supplied 1 mL solution option)
Water content: K.F. <=0.20% w/w
Physical form: white to off-white powder
Stability: powder: 3 years; supplied solution: 1 year

应用背景

DNA 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 synthesis.
5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group is removed at the start of each chain-elongation cycle.
No base protection needed: uracil has no exocyclic amine, so this monomer requires no base protecting group.

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 11061591
PubChem · CID 11061591

常见问题

Why does the 2'-deoxyuridine phosphoramidite have no base protecting group?

Uracil has no reactive exocyclic amine, so it needs no base protection. The monomer carries only the acid-labile 5'-O-DMT group (removed each cycle) and the 3'-phosphoramidite coupling group.

How does it relate to 5'-O-DMT-2'-deoxyuridine?

It is the phosphoramidite of that nucleoside: the 3'-hydroxyl has been converted to a 2-cyanoethyl N,N-diisopropyl phosphoramidite. The 5'-O-DMT-2'-deoxyuridine precursor is cataloged separately.