764205
Alkyne-PEG4-maleimide
90% (HPLC)
Synonym(s):
Acetylene-PEG4-maleimide
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About This Item
Empirical Formula (Hill Notation):
C18H26N2O7
Molecular Weight:
382.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352111
MDL number:
Product Name
Alkyne-PEG4-maleimide, 90% (HPLC)
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)
SMILES string
O=C(N1CCC(NCCOCCOCCOCCOCC#C)=O)C=CC1=O
InChI key
GHEBECZRHJXPTL-UHFFFAOYSA-N
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
Quality Level
Related Categories
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.
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.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Engineering specific chemical modification sites into a collagen-like protein from Streptococcus pyogenes.
Stoichevska V, et al.
Journal of Biomedical Materials Research Part A (2016)
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