Synthesis and Application of Cleavable and Hydrophilic Crosslinking Reagents

  • Hans J. Schramm
  • Thomas Dülffer
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 86A)


Bifunctional imidoesters are due to their mild reaction especially suitable for the crosslinking of proteins. Most often used are diimidates with a medium span (4 or 6 CH2-groups). Reagents with a wider span might be of interest. in such a case, however, the bridge should be more hydrophilic. Bifunctional imidoesters have, therefore, been prepared from dinitriles NC-(CH2)2-X- (CH2)2-CN; X being -O-, -O-(CH2)n-O- or -O-(CH2) -O-(CH2)n- O-. The bridge of diimidoesters can also be labelled by coloured or fluorescent groups. Diimidoesters containing -S-S-bonds in the bridge can be cleaved more easily after their reaction with proteins. Dimethyl-3. 3’ -(∝, δ -dithiahexamethylenedioxy)-dipro-pionimidate, a “long”, cleavable and more hydrophilic diimidate, is a promising new reagent. in cases, where HS-(CH2)3-C(=NH)- OCH3 HCl is used for crosslinking of proteins, this reagent can possibly be replaced by 2-iminothiolane hydrochloride, a cyclic thioimidate, which is easier to prepare and to handle.


Glycerol Solution Oligomeric Protein Crosslinking Reagent Maximal Span Wide Span 
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Copyright information

© Plenum Press, New York 1977

Authors and Affiliations

  • Hans J. Schramm
    • 1
  • Thomas Dülffer
    • 1
  1. 1.Abteilung für Strukturforschung IMax-Planck-Institut für BiochemieMartinsriedW. Germany

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