Oligonucleotide Synthesis, RNA Raw Materials & Modification

2'-Deoxyguanosine (iBu) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65003CAS号93183-15-4纯度>=99% (HPLC, NMR)

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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: C44H54N7O8P
分子量: 839.9
纯度: >=99% (HPLC, NMR)

2'-Deoxyguanosine (iBu) CE Phosphoramidite is the fully protected 2'-deoxyguanosine building block for DNA synthesis: 5'-O-(4,4'-dimethoxytrityl)-N2-isobutyryl-2'-deoxyguanosine bearing a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65003 is identified by CAS 93183-15-4, molecular formula C44H54N7O8P, molecular weight 839.9, PubChem CID 135447702, and InChIKey FDRMKYVTIFSDPR-MMROLVBFSA-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, the acid-labile 5'-DMT is removed at the start of each cycle, and the N2-isobutyryl base group is removed at final deprotection.

同义词

DMT-dG(iBu) phosphoramidite; N2-isobutyryl-5'-O-DMT-2'-deoxyguanosine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65003
CAS No.	93183-15-4
Molecular Formula	C44H54N7O8P
Molecular Weight	839.9
PubChem CID	135447702
InChIKey	FDRMKYVTIFSDPR-MMROLVBFSA-N
Purity	>=99% (HPLC, NMR)

储存条件

-20 C

技术属性

Monomer class: DNA CE phosphoramidite
Nucleobase: Guanine
5'-O protection: DMT (dimethoxytrityl)
Base protection: N2-Isobutyryl
Grade: TheraPure; Standard grade
Packaging: 250 mg; 500 mg; 1 g; 2 g; 5 g; 10 g; 25 g; 50 g; 100 g; 200 g; 210.1 g; 500 g; 1 kg; 10 kg; 20 x 40 g; 6 x 10 g; 6 x 20 g; Custom packaging on request
Water content: <=0.3%
Coupling efficiency: spec >=98.0%; observed 98.8%
Physical form: white to pale yellow powder
Stability: moisture sensitive; heat sensitive

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.
N2-isobutyryl base protection: the isobutyryl group masks the guanine 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 135447702
PubChem · CID 135447702

常见问题

What makes this a phosphoramidite building block?

It carries a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group — the reactive coupling group used in automated solid-phase DNA synthesis. It also has an acid-labile 5'-O-DMT group (removed each cycle) and an N2-isobutyryl base protection (removed at final deprotection).

How does it relate to 5'-O-DMT-N2-isobutyryl-2'-deoxyguanosine?

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-N2-isobutyryl-2'-deoxyguanosine precursor is cataloged separately.