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902543

Sigma-Aldrich

Propargyl-PEG4-acid

Synonym(s):

4,7,10,13-Tetraoxahexadec-15-ynoic acid, Propargyl-PEG4-CH2CO2H

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About This Item

Empirical Formula (Hill Notation):
C12H20O6
CAS Number:
Molecular Weight:
260.28
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.22

form

liquid

reaction suitability

reagent type: linker

availability

available only in USA

refractive index

n/D 1.460

density

1.164 g/mL

functional group

alkyne
carboxylic acid

storage temp.

−20°C

SMILES string

OC(CCOCCOCCOCCOCC#C)=O

Application

This heterobifunctional, PEGylated crosslinker features a carboxylic acid at one end and propargyl group at the other for reaction with azide-containing compounds using click chemistry. The hydrophillic PEG linker facilitates solubility in biological applications. Propargyl-PEG4-acid 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.

Technology Spotlight: Degrader Building Blocks for Targeted Protein Degradation

Legal Information

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

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Pictograms

Flame

Signal Word

Danger

Hazard Statements

Hazard Classifications

Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Debabrata Bhunia et al.
Archiv der Pharmazie, 348(10), 689-703 (2015-09-04)
A Cu-mediated azide-alkyne click chemistry protocol was employed for the synthesis of a focused library of novel 1,2,3-triazolyl conjugates bearing various carbohydrate-steroid/triterpenoid entities. The immunogenicity of these compounds was examined initially by ex vivo assays. The lead compound 15g was

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