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208827-90-1

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208827-90-1 Usage

Description

Triethylene Glycol Mono(2-propynyl) Ether, also known as Propargyl-PEG4-alcohol, is a Click Chemistry reagent derived from triethylene glycol with a propargyl functional group. It possesses a unique structure that allows it to react with azide-bearing compounds or biomolecules, with copper acting as a catalyst. The presence of polyethylene glycol (PEG) units in its structure enhances the solubility of the molecule in aqueous media, making it a versatile compound for various applications.

Uses

Used in Bioconjugation:
Triethylene Glycol Mono(2-propynyl) Ether is used as a reactant for the preparation of bis-sulfide bioconjugates, which are essential for glutathione-triggered tumor-responsive drug release. Its ability to form stable covalent bonds with azide-containing molecules makes it a valuable tool in the development of targeted drug delivery systems, particularly for cancer therapy.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Triethylene Glycol Mono(2-propynyl) Ether is used as a building block for the synthesis of various drug molecules and drug delivery systems. Its compatibility with Click Chemistry reactions allows for the efficient and selective modification of biomolecules, enabling the development of novel therapeutic agents with improved pharmacokinetic properties and targeted action.
Used in Drug Delivery Systems:
Triethylene Glycol Mono(2-propynyl) Ether is employed as a component in the design and synthesis of drug delivery systems, particularly for cancer treatment. Its ability to enhance the solubility of drug molecules in aqueous media and facilitate targeted drug delivery makes it a valuable asset in the development of more effective and less toxic cancer treatments.
Used in Chemical Synthesis:
In the field of chemical synthesis, Triethylene Glycol Mono(2-propynyl) Ether serves as a versatile intermediate for the preparation of a wide range of compounds, including polymers, surfactants, and other specialty chemicals. Its unique reactivity and functional group compatibility make it a valuable building block for the creation of new materials with tailored properties and applications.

Check Digit Verification of cas no

The CAS Registry Mumber 208827-90-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,8,8,2 and 7 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 208827-90:
(8*2)+(7*0)+(6*8)+(5*8)+(4*2)+(3*7)+(2*9)+(1*0)=151
151 % 10 = 1
So 208827-90-1 is a valid CAS Registry Number.

208827-90-1 Well-known Company Product Price

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  • TCI America

  • (T3114)  Triethylene Glycol Mono(2-propynyl) Ether  >96.0%(GC)

  • 208827-90-1

  • 1g

  • 550.00CNY

  • Detail
  • TCI America

  • (T3114)  Triethylene Glycol Mono(2-propynyl) Ether  >96.0%(GC)

  • 208827-90-1

  • 5g

  • 1,950.00CNY

  • Detail

208827-90-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethanol

1.2 Other means of identification

Product number -
Other names 1-O-propargyl triethylene glycol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:208827-90-1 SDS

208827-90-1Relevant articles and documents

Inverting substitution patterns on amphiphilic cyclodextrins induces unprecedented formation of hexagonal columnar superstructures

Champagne, Pier-Luc,Ester, David,Zeeman, Michael,Zellman, Carson,Williams, Vance E.,Ling, Chang-Chun

, p. 9247 - 9254 (2017)

Cyclodextrins (CDs) constitute a unique class of macrocycles that possess a truncated cone-shaped cavity. Chemical modifications with simple hydrophobic groups can generate amphiphilic derivatives capable of self-assembling into thermotropic liquid crystals. Without the help of introduced mesogenic functionalities, almost all known amphiphilic CDs form smectic mesophases. Here we report that by inverting the substitution patterns of β-CD derivatives modified with simple hydrophobic chains and oligoethylene (OEG) groups, it is possible to transform the nature of their self-assembly from smectic to columnar thermotropic liquid crystalline phases. This investigation reveals some intriguing properties of CD scaffolds as a unique class of host mesogens. Multi-highly ordered channels were found in the formed hexagonal columnar mesophases that could find potential applications in different fields such as ion transport and conductivity.

Recent applications of click chemistry for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles

Poonthiyil, Vivek,Lindhorst, Thisbe K.,Golovko, Vladimir B.,Fairbanks, Antony J.

, p. 11 - 24 (2017)

Glycoscience, despite its myriad of challenges, promises to unravel the causes of, potential new detection methods for, and novel therapeutic strategies against, many disease states. In the last two decades, glyco-gold nanoparticles have emerged as one of several potential new tools for glycoscientists. Glyco-gold nanoparticles consist of the unique structural combination of a gold nanoparticle core and an outer-shell comprising multivalent presentation of carbohydrates. The combination of the distinctive physicochemical properties of the gold core and the biological function/activity of the carbohydrates makes glyco-gold nanoparticles a valuable tool in glycoscience. In this review we present recent advances made in the use of one type of click chemistry, namely the azide-alkyne Huisgen cycloaddition, for the functionalization of gold nanoparticles and their conversion to glyco-gold nanoparticles.

Assembly and degradation of low-fouling click-functionalized poly(ethylene glycol)-based multilayer films and capsules

Leung, Melissa K. M.,Such, Georgina K.,Johnston, Angus P. R.,Biswas, Dhee P.,Zhu, Zhiyuan,Yan, Yan,Lutz, Jean-Francois,Caruso, Frank

, p. 1075 - 1085 (2011)

Nano-/micrometer-scaled films and capsules made of low-fouling materials such as poly(ethylene glycol) (PEG) are of interest for drug delivery and tissue engineering applications. Herein, the assembly and degradation of low-fouling, alkyne-functionalized PEG (PEGAlk) multilayer films and capsules, which are prepared by combining layer-by-layer (LbL) assembly and click chemistry, are reported. A nonlinear, temperature-responsive PEGAlk is synthesized, and is then used to form hydrogen-bonded multilayers with poly(methacrylic acid) (PMA) at pH 5. The thermoresponsive behavior of PEG Alk is exploited to tailor film buildup by adjusting the assembly conditions. Using alkyne-azide click chemistry, PEGAlk/PMA multilayers are crosslinked with a bisazide linker that contains a disulfide bond, rendering these films and capsules redox-responsive. At pH 7, by disrupting the hydrogen bonding between the polymers, PEGAlk LbL films and PEGAlk-based capsules are obtained. These films exhibit specific deconstruction properties under simulated intracellular reducing conditions, but remain stable at physiological pH, suggesting potential applications in controlled drug release. The low-fouling properties of the PEG films are confirmed by incubation with human serum and a blood clot. Additionally, these capsules showed negligible toxicity to human cells.

DNA conjugation by the staudinger ligation: New thymidine analogues

Baccaro, Anna,Weisbrod, Samuel H.,Marx, Andreas

, p. 1949 - 1954 (2007)

Two novel modified 2′-deoxyuridine triphosphates carrying an azide functionality linked to the nucleobase were synthesized. For probing the sterical influence on enzymatic incorporation and Staudinger ligation, differently sized flexible linkers were chosen. Both nucleotides can completely replace natural thymidine in primer extension as well as polymerase chain reaction (PCR) using Pyrococcus woesei DNA polymerase. For PCR with larger gene fragments as template, however, the longer linker disturbs the DNA polymerase and yields less product. For azide-labeled primer extension products, subsequent conjugation of suitably functionalized phosphines via Staudinger ligation was achieved, for example for the conjugation of biotin as an affinity tag. Georg Thieme Verlag Stuttgart.

The synthesis and evaluation of multivalent glycopeptoids as inhibitors of the adhesion of candida albicans

Kavanagh, Kevin,Martin, Harlei,Masterson, Hannah,Velasco-Torrijos, Trinidad

, (2021/05/31)

Multivalency is a strategy commonly used by medicinal carbohydrate chemists to increase the affinity of carbohydrate-based small molecules for their protein targets. Although this approach has been very successful in enhancing binding to isolated carbohyd

IRAK DEGRADERS AND USES THEREOF

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Paragraph 00962; 001770-001772; 001795-001797, (2020/06/19)

The present invention provides compounds, compositions thereof, and methods of using the same.

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