Benzyl-PEG7-THP

 CAS No.: 230620-75-4  Cat No.: BP-501452  Purity: >95% 4.5  

Benzyl-PEG7-THP is a polyethylene glycol (PEG) linker conjugate featuring a benzyl terminus and a terminal tetrahydropyran (THP) ether, connected through an ether-linked PEG chain of intermediate length. The PEG segment provides conformational flexibility and aqueous solubility, helping PROTACs maintain productive spatial positioning between the ligand “warhead” and the recruiting module. In PROTAC design, this type of linker is used to tune the effective distance and relative orientation that govern formation and stability of the ternary complex, thereby influencing ubiquitination efficiency and subsequent target protein degradation. The THP-protected ether functionality is commonly employed in linker chemistry to enable controlled deprotection or downstream functionalization during synthesis, facilitating modular assembly with different binding moieties. As a research-grade building block, Benzyl-PEG7-THP supports systematic optimization of linker length, polarity, and attachment chemistry for targeted protein degradation studies.

Benzyl-PEG7-THP

Structure of 230620-75-4

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Category
PROTAC Linker
Molecular Formula
C26H44O9
Molecular Weight
500.62
Appearance
Transparent Liquid

* For research and manufacturing use only. Not for human or clinical use.

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Purity
>95%
Appearance
Transparent Liquid
Storage
Store at 2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
2-[2-[2-[2-[2-[2-[2-(2-phenylmethoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]oxane
Synonyms
2-(23-Phenyl-1,4,7,10,13,16,19,22-octaoxatricosane-1-yl)tetrahydro-2H-pyran; 2H-Pyran, tetrahydro-2-[(22-phenyl-3,6,9,12,15,18,21-heptaoxadocos-1-yl)oxy]-; 2-[(1-Phenyl-2,5,8,11,14,17,20-heptaoxadocosan-22-yl)oxy]tetrahydro-2H-pyran
Boiling Point
571.3±50.0°C (Predicted)
Density
1.10±0.1 g/cm3 (Predicted)
InChI Key
WMLPAOIUTSGYIB-UHFFFAOYSA-N
InChI
InChI=1S/C26H44O9/c1-2-6-25(7-3-1)24-33-21-20-31-17-16-29-13-12-27-10-11-28-14-15-30-18-19-32-22-23-35-26-8-4-5-9-34-26/h1-3,6-7,26H,4-5,8-24H2
SMILES
C1CCOC(C1)OCCOCCOCCOCCOCCOCCOCCOCC2=CC=CC=C2

Benzyl-PEG7-THP is a polyethylene glycol–based linker containing a tetrahydropyranyl (THP)-protected alcohol and a PEG segment that provides conformational flexibility and solubility for downstream functionalization. Its PEG segment helps reduce steric constraints and provides flexible spacing for conjugation workflows. The structure and reactivity considerations for assembling PROTACs using this linker are described in detail below.

Structure: The linker combines a benzyl group with a PEG oligomer segment terminating in a tetrahydropyranyl (THP)-protected alcohol, enabling ether-rich, flexible connectivity. It contains multiple ether linkages typical of PEG chains and a benzyl aromatic unit, supporting moderate polarity, hydrogen-bond acceptor behavior, and favorable handling properties.

Reactivity: The THP group functions as an acid-labile alcohol protecting group; acid-mediated deprotection reveals the hydroxyl group for subsequent functionalization or coupling. Typical approaches employ anhydrous polar organic solvents, base-mediated activation, and stepwise coupling to form stable covalent linkages while preserving PEG integrity and minimizing side reactions such as PEG cleavage or over-alkylation.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
g/mol
g

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