Tos-PEG6-COOtBu

 CAS No.: 850090-10-7  Cat No.: BP-500783  Purity: ≥95% 4.5  

Tos-PEG6-COOtBu is a PEG-based PROTAC linker featuring a tosyl (tosylate) activated terminus and a protected carboxylate (tert-butyl ester) at the opposite end, providing a flexible, water-compatible chain for bioconjugation workflows. The PEG6 segment acts as a solubilizing spacer that can reduce steric interference between the warhead and the E3 ligase ligand, while maintaining sufficient reach to support formation of the ternary complex required for ubiquitin-mediated degradation. In PROTAC construction, the tosylate end serves as a leaving group for nucleophilic substitution (commonly with amines or thiols), enabling controlled attachment to functional handles on targeting ligands or linkers. The tert-butyl ester can be selectively deprotected under standard conditions to reveal a carboxylate for subsequent coupling reactions, facilitating modular synthesis and optimization. This linker is valuable for researchers seeking reliable, modular conjugation strategies and improved linker flexibility in targeted protein degradation studies.

Tos-PEG6-COOtBu

Structure of 850090-10-7

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Category
PROTAC Linker
Molecular Formula
C24H40O10S
Molecular Weight
520.63
Appearance
Pale Yellow Oily Matter

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

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Purity
≥95%
Solubility
Soluble in DMSO
Appearance
Pale Yellow Oily Matter
Storage
Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
tert-butyl 3-[2-[2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethoxy]ethoxy]propanoate
Synonyms
Tert-butyl 1-(tosyloxy)-3,6,9,12,15-pentaoxaoctadecan-18-oate; Tos-PEG6-t-Butyl ester; 3,6,9,12,15-Pentaoxaoctadecan-18-oic acid,1-[[(4-methylphenyl)sulfonyl]oxy]-, 1,1-dimethylethyl ester; t-Butyl 1-(tosyloxy)-3,6,9,12,15-pentaoxaoctadecan-18-oate; tert-butyl 1-[(4-methylbenzenesulfonyl)oxy]-3,6,9,12,15-pentaoxaoctadecan-18-oate; Tos-PEG6-t-butyl ester; Tos-PEG6-Boc
Boiling Point
591.4±50.0 °C at 760 mmHg
Density
1.1±0.1 g/cm3
InChI Key
VWGDQEZCDGHEJR-UHFFFAOYSA-N
InChI
InChI=1S/C24H40O10S/c1-21-5-7-22(8-6-21)35(26,27)33-20-19-32-18-17-31-16-15-30-14-13-29-12-11-28-10-9-23(25)34-24(2,3)4/h5-8H,9-20H2,1-4H3
SMILES
CC1=CC=C(C=C1)S(=O)(=O)OCCOCCOCCOCCOCCOCCC(=O)OC(C)(C)C

Tos-PEG6-COOtBu is a PEG-based PROTAC linker building block designed to connect a targeting ligand to an E3-recruiting moiety while promoting productive spatial orientation and solubility. Its ether-rich polyethylene glycol segment helps reduce aggregation and can improve handling in common coupling workflows. The tosyl-protected terminus and the protected carboxyl functionality enable modular synthesis of PROTACs through well-established functional-group transformations.

Structure: The molecule contains a polyethylene glycol chain featuring ether linkages, combined with a tosyl-protected functional group and a tert-butyl ester-protected carboxylate. These elements provide a flexible, polar scaffold with tunable conformational freedom and enhanced hydrophilicity, supporting linker-mediated distance control in targeted degradation constructs.

Reactivity: Tosyl-protected handles are typically activated for nucleophilic substitution under standard base-mediated conditions, enabling formation of new C–N or C–O connections depending on the partner nucleophile. The tert-butyl ester is commonly deprotected under acid to reveal a carboxylic acid for amide or ester coupling. Coupling steps are generally performed using carboxyl-activation reagents and suitable bases in polar aprotic solvents, following established PROTAC linker assembly principles.

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L

* 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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