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910023

Sigma-Aldrich

3,6,9,12,15,18-Hexaoxahexacos-25-ynoic acid

Synonym(s):

2-2-2-2-2-2-6 PROTAC® linker, Alkyne-PEG6-acid, Bifunctional linker

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About This Item

Empirical Formula (Hill Notation):
C20H36O8
Molecular Weight:
404.50
UNSPSC Code:
12352106

form

liquid

reaction suitability

reagent type: linker

functional group

alkyne
carboxylic acid

storage temp.

2-8°C

SMILES string

OC(COCCOCCOCCOCCOCCOCCCCCCC#C)=O

Application

This heterobifunctional, PEGylated crosslinker 3,6,9,12,15,18-hexaoxahexacos-25-ynoic acid features a carboxyl group at one end and an alkyne at the other and exhibits both hydrophobic and hydrophilic moieties for use in biological applications. This alkyne-PEG6-acid linker can be used for bioconjugation or as a building block for synthesis of small molecules, conjugates of small molecules and/or biomolecules, or other tool compounds for chemical biology and medicinal chemistry that require ligation. Examples of applications include its synthetic incorporation into antibody-drug conjugates or proteolysis-targeting chimeras (PROTAC® molecules) for targeted protein degradation where the linker region is referred to as 2-2-2-2-2-2-6.

Legal Information

PROTAC is a registered trademark of Arvinas Operations, Inc., and is used under license

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Ashton C Lai et al.
Angewandte Chemie (International ed. in English), 55(2), 807-810 (2015-11-26)
Proteolysis Targeting Chimera (PROTAC) technology is a rapidly emerging alternative therapeutic strategy with the potential to address many of the challenges currently faced in modern drug development programs. PROTAC technology employs small molecules that recruit target proteins for ubiquitination and

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