Oligonucleotide Synthesis, RNA Raw Materials & Modification

LNA-A(Bz) CE Phosphoramidite

Oligonucleotide Synthesis, RNA Raw Materials & Modification

产品编号CH65045CAS号206055-79-0纯度>=99% (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: C48H52N7O8P
分子量: 885.9
纯度: >=99% (HPLC)

LNA-A(Bz) CE Phosphoramidite is the locked nucleic acid (LNA) adenosine building block for oligonucleotide synthesis: a 2'-O,4'-C-methylene-bridged (locked) N6-benzoyladenosine with a 5'-O-(4,4'-dimethoxytrityl) group and a 3'-O-(2-cyanoethyl N,N-diisopropyl)phosphoramidite group. CH65045 is identified by CAS 206055-79-0, molecular formula C48H52N7O8P, molecular weight 885.9, PubChem CID 13009021, and InChIKey HPIDKMAOZZZGOP-LIUGLABVSA-N.

The cited LNA literature discusses locked 2'-O,4'-C-methylene sugar structures in relation to oligonucleotide binding affinity and nuclease resistance. As a phosphoramidite, the 3'-phosphoramidite couples to the growing chain, the acid-labile 5'-DMT is removed each cycle, and the N6-benzoyl base group is removed at final deprotection.

同义词

DMT-LNA-A(Bz) phosphoramidite; 5'-O-DMT-2'-O,4'-C-methylene-N6-benzoyladenosine 3'-CE phosphoramidite

身份与规格

Catalog No.	CH65045
CAS No.	206055-79-0
Molecular Formula	C48H52N7O8P
Molecular Weight	885.9
PubChem CID	13009021
InChIKey	HPIDKMAOZZZGOP-LIUGLABVSA-N
Purity	>=99% (HPLC)

储存条件

-20 C; protect from moisture and sunlight

技术属性

Monomer class: LNA CE phosphoramidite
Nucleobase: Adenine
Sugar constraint: 2'-O,4'-C-methylene bridge
Base protection: N6-benzoyl
Grade: N (Normal)
Packaging: 100 mg; 250 mg; 500 mg; 1 g; 5 g; 10 g; 25 g; 100 g; 200 g; Custom packaging on request
Water content: NMT 0.50%
Physical form: white to off-white solid; free from foreign particles
Stability: >=4 years

应用背景

LNA 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.
Locked (LNA) sugar: the cited LNA literature discusses the 2'-O,4'-C-methylene bridge in relation to oligonucleotide binding affinity and nuclease resistance.
5'-DMT + N6-benzoyl protection: the acid-labile 5'-DMT is removed each cycle, and the N6-benzoyl base group 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 13009021
PubChem · CID 13009021

常见问题

What is LNA and what does this amidite do?

LNA (locked nucleic acid) contains a rigid 2'-O,4'-C-methylene bridge. This amidite's 3'-phosphoramidite couples to the growing chain, with 5'-DMT removed each cycle and N6-benzoyl removed at final deprotection.

How does LNA differ from 2'-OMe or 2'-F modifications?

They are different sugar-modification chemistries: LNA locks the sugar with a 2'-O,4'-C-methylene bridge, while 2'-OMe and 2'-F are 2'-substituted ribose/deoxyribose analogs. The 2'-OMe and 2'-F amidites are cataloged separately.