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Tetraethylene glycol monomethyl ether Sale

(Synonyms: 四乙基乙二醇单甲酯) 目录号 : GC39599

Tetraethylene glycol monomethyl ether 是一种 PROTAC linker,属于 PEG 类。可用于合成 PROTAC 分子。

Tetraethylene glycol monomethyl ether Chemical Structure

Cas No.:23783-42-8

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产品描述

Tetraethylene glycol monomethyl ether is a PEG-based PROTAC linker that can be used in the synthesis of PROTACs[1].

[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

Chemical Properties

Cas No. 23783-42-8 SDF
别名 四乙基乙二醇单甲酯
Canonical SMILES COCCOCCOCCOCCO
分子式 C9H20O5 分子量 208.25
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 4.8019 mL 24.0096 mL 48.0192 mL
5 mM 0.9604 mL 4.8019 mL 9.6038 mL
10 mM 0.4802 mL 2.401 mL 4.8019 mL
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Research Update

Photoresponsive Amphiphilic Macrocycles Containing Main-Chain Azobenzene Polymers

Macromol Rapid Commun 2015 Jul;36(14):1341-7.PMID:25960030DOI:10.1002/marc.201500136.

Herein, the first example of photosensitive cyclic amphiphilic homopolymers consisting of multiple biphenyl azobenzene chromophores in the cyclic main chain tethered with hydrophilic Tetraethylene glycol monomethyl ether units is presented. The synthetic approach involves sequentially performed thermal catalyzed "click" step-growth polymerization in bulk, and Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) intramolecular cyclization from α-alkyne/ω-azide linear precursors. It is observed that such amphiphilic macrocycles exhibit increased glass transition temperatures (Tg ), slightly faster trans-cis-trans photoisomerization, and enhanced fluorescence emission intensity compared with the corresponding linear polymers. In addition, the cyclic amphiphilic homopolymers self-assemble into spherical nanoparticles with smaller sizes which possess slower photoresponsive behaviors in a tetrahydrofuran/water mixture compared with those of the linear ones. All these interesting observations suggest that the cyclic topology has a great influence on the physical properties and self-assembly behavior of these photoresponsive amphiphilic macrocycles in general.

Synthesis of uniform cyclodextrin thioethers to transport hydrophobic drugs

Beilstein J Org Chem 2014 Dec 9;10:2920-7.PMID:25550759DOI:10.3762/bjoc.10.310.

Methyl and ethyl thioether groups were introduced at all primary positions of α-, β-, and γ-cyclodextrin by nucleophilic displacement reactions starting from the corresponding per-(6-deoxy-6-bromo)cyclodextrins. Further modification of all 2-OH positions by etherification with iodo terminated triethylene glycol monomethyl ether (and Tetraethylene glycol monomethyl ether, respectively) furnished water-soluble hosts. Especially the β-cyclodextrin derivatives exhibit very high binding potentials towards the anaesthetic drugs sevoflurane and halothane. Since the resulting inclusion compounds are highly soluble in water at temperatures ≤37 °C they are good candidates for new aqueous dosage forms which would avoid inhalation anaesthesia.

Photochemically Induced Folding of Single Chain Polymer Nanoparticles in Water

ACS Macro Lett 2017 Jan 17;6(1):56-61.PMID:35651105DOI:10.1021/acsmacrolett.6b00858.

We pioneer the synthesis of fluorescent single chain nanoparticles (SCNPs) via UV-light induced folding based on tetrazole chemistry directly in pure water. Water-soluble photoreactive precursor polymers based on poly(acrylic acid) (PAA) bearing tetrazole, alkene and Tetraethylene glycol monomethyl ether moieties, (PAAn(Tet/p-Mal/TEG)), or simply tetrazoles moieties, PAAn(Tet), were generated via RAFT polymerization. While tetrazole, ene, and acrylic acid containing polymers fold via dual nitrile imine-mediated tetrazole-ene cycloaddition (NITEC) as well as nitrile imine-carboxylic acid ligation (NICAL), tetrazole and acrylic acid only functional prepolymers fold exclusively via NICAL. A detailed study of the underpinning photochemistry of NITEC and NICAL is also included. The resulting water-soluble SCNPs were carefully characterized via analytical techniques such as NMR, UV-vis, and fluorescence spectroscopy, as well as SEC and DLS.

Hydrogen bonding directed self-assembly of small-molecule amphiphiles in water

Org Lett 2014 Aug 1;16(15):4016-9.PMID:25035966DOI:10.1021/ol501841f.

Compounds comprising one or two quadruply hydrogen bonding units, 2-ureido-4[1H]-pyrimidinone (UPy) and tris(Tetraethylene glycol monomethyl ether) moieties, were reported to form highly stable hydrogen-bonded assemblies in water. Compound 1, containing one UPy, assembles into vesicles, and compound 2, containing two UPy units, forms micelles. The aggregates disassemble reversibly when the solution pH is raised to 9.0 or above. The results demonstrate the utility of hydrogen bonding to direct the self-assembly of small-molecule building blocks in aqueous media.

Dendritic, nanosized building block for siloxane-based materials: a spherosilicate dendrimer

Chemistry 2011 Nov 18;17(47):13188-96.PMID:22038556DOI:10.1002/chem.201102205.

A spherosilicate dendrimer (DMS-1) with closely spaced reaction sites (Si-H groups) on the dendrimer surface has been synthesized by stepwise silylation of double-four-ring silicate with chlorotriethoxysilane (ClSi(OEt)(3)) and subsequently with chlorodimethylsilane (ClSiHMe(2)). DMS-1 consists of a maximum of 40 Si atoms in the interior frameworks and 24 reactive Si-H groups on the surface. Because DMS-1 is spherical and about 1.5 nm in diameter, it can be regarded as the smallest well-defined silica-based nanoparticle. DMS-1 also forms molecular crystals and is soluble in typical organic solvents. A molecularly ordered silica-based hybrid can be prepared by heating a cast film of DMS-1 at 180 °C for 5 days. The surface of DMS-1 can be modified by hydrosilylation with 1-hexadecene, triethoxyvinylsilane, and allylic-terminated Tetraethylene glycol monomethyl ether. More than 20 Si-H groups out of 24 react with these reagents. The solubilities of the products depend on the modification. DMS-1 is not only a building block for nanohybrids, but also the smallest and most precisely designed siloxane-based nanoparticle.