Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite

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Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Basic information
Product Name:Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite
Synonyms:3-[[di(propan-2-yl)amino]-[2-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]ethoxy]phosphanyl]oxypropanenitrile;Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite;Phosphoramidous acid, N,N-bis(1-methylethyl)-, 2-cyanoethyl 3,6,9,12-tetraoxapentadec-14-yn-1-yl ester
CAS:1682657-14-2
MF:C20H37N2O6P
MW:432.49
EINECS:
Product Categories:
Mol File:1682657-14-2.mol
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Structure
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Chemical Properties
Boiling point 464.3±45.0 °C(Predicted)
solubility good in acetonitrile and dichloromethane
pka3.53±0.70(Predicted)
Appearancecolorless or yellow oil
Safety Information
MSDS Information
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Usage And Synthesis
Description

Alkyne-PEG4-phosphoramidite is a tetraethylene glycol phosphoramidite with a terminal triple bond that can be used for the synthesis of various functionalized oligonucleotides. An alkyne fragment in the resulting molecules reacts in Click Chemistry reactions with azide-containing compounds in the presence of copper (I) salts to produce various oligonucleotide conjugates, such as those with dyes, peptides, or glycans. The yield of resulting compounds is rather high, their isolation and purification are often easier than those of molecules produced by the interaction of amino-modified oligonucleotides with activated esters such as those of dyes. Click Chemistry reactions are bioorthogonal because neither terminal alkyne nor azide functional groups usually are found in biomolecules.


A tetraethylene glycol linker in phosphoramidite gives it higher hydrophilic properties and reduces toxicity and immunogenicity of produced conjugates.


Solvent: Acetonitrile.


Recommended condensation time: Standard, as for natural nucleoside phosphoramidites.


It is recommended to use standard deprotection conditions.

UsesPropargyl-PEG5-1-o-b-cyanoethyl-nn-diisopropylphosphoramidite is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1]. Propargyl-PEG5-1-o-(b-cyanoethyl-n,n-diisopropyl)phosphoramidite is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
IC 50PEGs
References[1] An S, et al. Small-molecule PROTACs: An emerging and promising approach for the development of targeted therapy drugs. EBioMedicine. 2018 Oct;36:553-562 DOI:10.1016/j.ebiom.2018.09.005
Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite Preparation Products And Raw materials
Tag:Propargyl-PEG5-1-O-(b-cyanoethyl-N,N-diisopropyl)phosphoramidite(1682657-14-2) Related Product Information
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