764205

Alkyne-PEG4-maleimide

90% (HPLC)

• Synonym(s): Acetylene-PEG4-maleimide
• Empirical Formula (Hill Notation): C₁₈H₂₆N₂O₇
• Molecular Weight: 382.41
• MDL number: MFCD22380740
• UNSPSC Code: 12352111
• PubChem Substance ID: 329767106
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 90% (HPLC)
• form: liquid
• reaction suitability: reaction type: click chemistry; reagent type: cross-linking reagent
• mp: 62-67 °C
• functional group: alkyne; maleimide
• storage temp.: −20°C
• SMILES string: O=C(N1CCC(NCCOCCOCCOCCOCC#C)=O)C=CC1=O
• InChI: 1S/C18H26N2O7/c1-2-8-24-10-12-26-14-15-27-13-11-25-9-6-19-16(21)5-7-20-17(22)3-4-18(20)23/h1,3-4H,5-15H2,(H,19,21)
• InChI key: GHEBECZRHJXPTL-UHFFFAOYSA-N

Description

Application

Alkyne-PEG4-maleimide has been used for modification of Csy containing bacterial collagens by introducing alkyne moiety to enable it for further chemical modification.[1]

Heterobifunctional crosslinker enabling the connection of an azide containing compound or biomolecule to one with a thiol. The maleimide group will react preferentially with thiols to form a covalent adduct and the terminal alkyne will react with azides via copper-catalyzed 1,3-dipolar cycloaddition click chemistry. The hydrophilic PEG spacer adds to the water solubility of this reagent, allowing for easy modification cysteine containing biomolecules such as antibodies, proteins and peptides with the terminal alkyne. The PEG spacer also reduces aggregation of modified proteins stored in solution by adding hydrophilic character.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable