1028089-05-5

Basic information

• Product Name: PEG8-Tos
• Synonyms: PEG8-Tos;Tos-PEG7-OH
• CAS NO: 1028089-05-5
• Molecular Formula: C21H36O10S
• Molecular Weight: 480.57
• Mol File: 1028089-05-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: PEG8-Tos(CAS DataBase Reference)
• NIST Chemistry Reference: PEG8-Tos(1028089-05-5)
• EPA Substance Registry System: PEG8-Tos(1028089-05-5)

Safety Data

• Hazardous Substances Data: 1028089-05-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
PEG8-Tos is used as a solubility enhancer for improving the aqueous solubility of hydrophobic drugs, facilitating their absorption and bioavailability. The hydroxyl group in PEG8-Tos can be derivatized or replaced with drug molecules or other functional groups, enabling the development of novel drug conjugates and prodrugs with enhanced properties.
Used in Chemical Synthesis:
PEG8-Tos is used as a versatile building block in organic synthesis, particularly for the preparation of PEGylated compounds. The hydroxyl group allows for further functionalization, while the tosyl group serves as a good leaving group in nucleophilic substitution reactions, making PEG8-Tos a valuable intermediate for the synthesis of a wide range of PEGylated products.
Used in Bioconjugation:
PEG8-Tos is used as a bioconjugation agent for the attachment of biomolecules, such as proteins, peptides, and nucleic acids, to PEG chains. The hydroxyl group can be reacted with functional groups on the biomolecule of interest, while the PEG spacer provides increased solubility and stability, as well as reducing immunogenicity and non-specific interactions.
Used in Drug Delivery Systems:
PEG8-Tos can be used as a component in the design of drug delivery systems, such as nanoparticles, liposomes, and hydrogels. The hydrophilic PEG spacer can improve the stability and circulation time of these systems in the body, while the hydroxyl group allows for the attachment of drug molecules or targeting ligands, enhancing the specificity and efficacy of the delivery system.
Used in Surface Modification:
PEG8-Tos is used for surface modification of materials, such as nanoparticles, polymers, and medical devices, to improve their biocompatibility, reduce protein adsorption, and minimize immune responses. The hydroxyl group can be used to attach PEG8-Tos to surfaces, while the PEG spacer provides a hydrophilic barrier that reduces non-specific interactions.

Upstream product

• 5617-32-3 heptaethylene glycol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 1274892-60-2 2-{2-[2-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol 

Relevant articles and documents

Erratum: Efficient Targeted Degradation via Reversible and Irreversible Covalent PROTACs (Journal American Chemical Society (2020) DOI: 10.1021/jacs.9b13907)

This addition corrects several errors in the chemical drawings in the article. The correction has no influence on the data or conclusions of the work. The configuration of the chiral carbon in Figure 1 in the main text was originally drawn as S. The corrected figure shown here depicts the R enantiomer used in this work. (Figure presented) In the Supporting Information PDF files, the configuration of the chiral carbon of the BTK binder in supplementary Table 1 (page S9), supplementary Figure 4 (page S13), and several of the synthetic schemes (pages S17-S42) was originally drawn and marked as S by error. The corrected supplementary file depicts the R enantiomer, which was the sole enantiomer used in the work. The linker in the right panel of supplementary Table 1 (page S9) was missing two carbons in the drawing, and the linker size written for compound PG15 (RC-0b) in the table was incorrect. The corrected supplementary file contains the correct drawings and linker sizes.

DIRECTED CONJUGATION TECHNOLOGIES

Among other things, the present disclosure provides technologies for site-directed conjugation of various moieties of interest to target agents. In some embodiments, the present disclosure utilizes target binding moieties to provide high conjugation efficiency and selectivity. In some embodiments, provided technologies are useful for preparing antibody conjugates.

Podand Ionophores Capable of Forming Cation-Binding Cavities through Intramolecular Interactions between the Terminal Groups

A series of podand hosts having suitable cavities for metal cations in virtue of intramolecular interactions between the terminal groups were designed and synthesized.The conformational informations of hosts were obtained by NMR studies including homonuclear NOE difference experiments.Intramolecular interactions between the terminal groups of podand hosts markedly increase binding affinities and selectivities to metal cations.