60221-37-6

Basic information

• Product Name: THP-PEG4
• Synonyms: THP-PEG4;2-(2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethanol
• CAS NO: 60221-37-6
• Molecular Formula: C₁₁H₂₂O₅
• Molecular Weight: 234.28938
• Mol File: 60221-37-6.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 270 °C
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• PKA: 14.36±0.10(Predicted)
• CAS DataBase Reference: THP-PEG4(CAS DataBase Reference)
• NIST Chemistry Reference: THP-PEG4(60221-37-6)
• EPA Substance Registry System: THP-PEG4(60221-37-6)

Safety Data

• Hazardous Substances Data: 60221-37-6(Hazardous Substances Data)

Usage

Description

THP-PEG4 is a PEG (polyethylene glycol) linker that features a THP (tetrahydropyranyl) protecting group and a terminal hydroxyl group. The THP group is an acid-labile, alcohol protecting group, which means it can be removed under acidic conditions, revealing the alcohol group. The hydroxyl group at the end of the PEG chain allows for further chemical modifications and functionalization of the compound. The PEG chain is hydrophilic, which significantly enhances the water solubility of THP-PEG4 in aqueous environments, with longer PEG chains providing even better solubility.

Uses

Used in Pharmaceutical Industry:
THP-PEG4 is used as a protecting group for alcohols in the synthesis of various pharmaceutical compounds. The acid-labile nature of the THP group allows for controlled deprotection under specific conditions, which is crucial for the synthesis of complex molecules.
Used in Drug Delivery Systems:
THP-PEG4 is used as a component in the design of drug delivery systems, particularly for targeted drug delivery. The hydrophilic PEG chain improves the solubility and stability of drug carriers in aqueous environments, while the terminal hydroxyl group can be used to attach drug molecules or other targeting ligands.
Used in Bioconjugation:
THP-PEG4 is used as a linker in bioconjugation, a process where biological molecules are attached to other molecules, such as drugs, dyes, or detection agents. The PEG chain provides a flexible and hydrophilic spacer, while the terminal hydroxyl group allows for covalent attachment of the molecule of interest.
Used in Polymer Science:
In polymer science, THP-PEG4 can be used as a building block or a component in the synthesis of more complex polymeric structures. The PEG chain contributes to the overall hydrophilicity and solubility of the polymer, while the terminal hydroxyl group can be used for further polymerization or functionalization.
Used in Cosmetics Industry:
THP-PEG4 can be used in the cosmetics industry as an ingredient in various formulations, such as creams, lotions, and serums. The hydrophilic PEG chain improves the solubility and stability of the product, while the terminal hydroxyl group can be used to attach other beneficial components, such as antioxidants or skin-conditioning agents.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 

Downstream Products

• 69502-33-6 2-(2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 
• 75014-44-7 8-(cholest-5-en-3β-yloxy)-3,6-dioxaoctane-1-ol 
• 871564-74-8 C₃₀H₄₄O₁₂S₂ 
• 873865-97-5 5'-{2-[2-(2-bromo-ethoxy)-ethoxy]-ethoxymethyl}-5-{2-[2-(2-{4-[tris-(4-tert-butyl-phenyl)-methyl]-phenoxy}-ethoxy)-ethoxy]-ethoxymethyl}-[2,2']bipyridinyl 
• 3386-18-3 nonaethylene glycol 
• 868594-48-3 26-(phenylmethyloxy)-3,6,9,12,15,18,21,24-octaoxahexaeicosan-1-ol 
• 669556-83-6 2-{2-[2-(2-{2-[2-(2-{2-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol 
• 669556-53-0 2-{2-[2-(2-{2-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-tetrahydro-pyran 
• 393517-91-4 toluene-4-sulfonic acid 2-[2-(2-{2-[2-(2-{2-[2-(2-benzyloxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl ester 
• 669556-44-9 2-(2-{2-[2-(2-{2-[2-(2-{2-[2-(4-methoxy-benzyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-tetrahydro-pyran 
• 669556-90-5 toluene-4-sulfonic acid 2-{2-[2-(2-{2-[2-(2-{2-[2-(4-methoxy-benzyloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethyl ester 

Relevant articles and documents

Preparation, Single-Molecule Manipulation, and Energy Transfer Investigation of a Polyfluorene-graft-DNA polymer

Conjugated polymers have been intensively studied due to their unique optical and electronic properties combined with their physical flexibility and scalable bottom up synthesis. Although the bulk qualities of conjugated polymers have been extensively utilized in research and industry, the ability to handle and manipulate conjugated polymers at the nanoscale lacks significantly behind. Here, the toolbox for controlled manipulation of conjugated polymers was expanded through the synthesis of a polyfluorene-DNA graft-type polymer (poly(F-DNA)). The polymer possesses the characteristics associated with the conjugated polyfluorene backbone, but the protruding single-stranded DNA provides the material with an exceptional addressability. This study demonstrates controlled single-molecule patterning of poly(F-DNA), as well as energy transfer between two different polymer–DNA conjugates. Finally, highly efficient DNA-directed quenching of polyfluorene fluorescence was shown.

A synthetic 2,3-diarylindole induces microtubule destabilization and G2/M cell cycle arrest in lung cancer cells

The anticancer potential of a synthetic 2,3-diarylindole (PCNT13) has been demonstrated in A549 lung cancer cells by inducing both apoptosis and autophagic cell death. In this report, we designed to connect a fluorophore to the compound via a hydrophilic linker for monitoring intracellular localization. The best position for linker attachment was identified from cytotoxicity and effect on cell morphology of newly synthesized PCNT13 derivatives bearing hydrophilic linker. Cytotoxicity and effect on cell morphology related to the parental compound were used to identify the optimum position for linker attachment in the PCNT13 chemical structure. The fluorophore-PCNT13 conjugate was found to localize in the cytoplasm. Microtubules were found to be one of the cytosolic target proteins of PCNT13, as the compound could inhibit tubulin polymerization in vitro. A molecular docking study revealed that PCNT13 binds at the colchicine binding site on the α/β-tubulin heterodimer. The effect of PCNT13 on microtubule dynamics caused cell cycle arrest in the G2/M phase as analyzed by flow cytometric analysis.

PYRROLOPYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF INFLUENZA VIRUS REPLICATION

Methods of inhibiting the replication of influenza viruses in a biological sample or patient, of reducing the amount of influenza viruses in a biological sample or patient, and of treating influenza in a patient, comprises administering to said biological sample or patient a safe and effective amount of a compound represented by any of Formulas l-lll, or a pharmaceutically acceptable salt thereof. A pharmaceutical composition comprises a safe and effective amount of such a compound or pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier, adjuvant or vehicle.