Zum Reaktionsmechanismus von Glutaraldehyd mit Proteinen |
| |
Authors: | Rainer Lubig Peter Kusch Karin Röper Helmut Zahn |
| |
Institution: | (1) Deutsches Wollforschungsinstitut, RWTH Aachen, D-5100 Aachen, Bundesrepublik Deutschland |
| |
Abstract: | The interaction of glutaraldehyde with model aliphatic amines was studied in order to understand the crosslinking reaction of glutaraldehyde with proteins. The reaction in organic solvents gave N-alkyl-1,4-dihydropyridines and N,N-dialkyl-1,5-diiminopentanes. The isolated products are new or were previously described by us for the first time1. Hydration of the reaction products led to stable N-alkylpiperidines and N,N-dialkyl-1,5-diaminopentanes. In aqueous solution the reaction depends on thepH: at apH above 7, N-alkyl-1,4-dihydropyridines and at apH below 7, polymers were obtained. For the crosslinking reaction of proteins with glutaraldehyde the following mechanism is proposed: Monomeric glutaraldehyde reacts with the protein to give intermediate N-alkyl-2,6-dihydroxypiperidines. Intramolecular dehydration leads to the corresponding N-alkyl-1,4-dihydropyridines. Condensation of the cyclic monohydrate of glutaraldehyde and N-alkyl-2,6-dihydroxypiperidines gives linear polymeric crosslinks containing -oxo-N-alkylpiperidine units.
Lubig R., Dissertation, RWTH Aachen, 1974. |
| |
Keywords: | Crosslinking mechanism N-Alkyl-1 4-dihydropyridines N N-Alkyl-1" target="_blank">gif" alt="prime" align="BASELINE" BORDER="0">-Alkyl-1 5-diiminopentanes |
本文献已被 SpringerLink 等数据库收录! |
|