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764191

Sigma-Aldrich

Alkyne-PEG5-N-hydroxysuccinimidyl ester

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Synonym(s):
Acetylene-PEG5-NHS ester, Alkyne-PEG5-NHS ester, Alkyne-PEG5-succinimidyl ester
Empirical Formula (Hill Notation):
C18H27NO9
Molecular Weight:
401.41
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reaction type: click chemistry
reagent type: cross-linking reagent

functional group

NHS ester
alkyne

storage temp.

−20°C

SMILES string

C#CCOCCOCCOCCOCCOCCC(ON1C(CCC1=O)=O)=O

InChI

1S/C18H27NO9/c1-2-6-23-8-10-25-12-14-27-15-13-26-11-9-24-7-5-18(22)28-19-16(20)3-4-17(19)21/h1H,3-15H2

InChI key

ACZDUKRWTPZVRP-UHFFFAOYSA-N

Application

Heterobifunctional crosslinker enabling the connection of an azide containing compound or biomolecule to one with a primary amine. The succinimidyl ester group will react preferentially with primary amines 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 amine 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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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