SMPH crosslinker,CAS#: 367927-39-7

CAS#: 367927-39-7,SMPH crosslinker,Succinimidyl-6-[βmaleimidopropionamido] hexanoate.SMPH crosslinker (Succinimidyl-6-[ß-maleimidopropionamido]hexanoate) is a water insoluble, heterobifunctional protein crosslinker with a non-cleavable spacer arm length of 14.3 angstroms. The SMPH crosslinking reagent has maleimide groups which are reactive to thiols (sufhydryls) and its NHS ester groups react with amines at pH 6.5-7.5 and 7-9, respectively

General description
SMPH is a heterobifunctional crosslinker with N-hydroxysuccinimide (NHS) ester and maleimide groups that allow covalent conjugation of amine- and sulfhydryl-containing molecules. NHS esters react with primary amines at pH 7-9 to form amide bonds, while the maleimides react with sulfhydryl groups at pH 6.5-7.5 to form stable thioether bonds. In aqueous solutions, hydrolytic degradation of the NHS ester is a competing reaction whose rate increases with pH. The maleimide group is more stable than the NHS-ester group but will slowly hydrolyze and also lose its reaction specificity for sulfhydryls at pH values greater than 7.5. For these reasons, conjugation experiments involving this type of heterobifunctional crosslinker are usually performed at pH 7.2-7.5, with the NHS-ester (amine-targeted) reaction being accomplished before or simultaneous with the maleimide (sulfhydryl-targeted) reaction.

COA of SMPH