Issue 6, 2002
From the journal:

Journal of the Chemical Society, Dalton Transactions

Synthesis with coordinated ligands: biomolecule attachment to cage amines

Paul S. Donnellya  and  Jack M. Harrowfielda  

a Special Research Centre for Advanced Mineral and Materials Processing and Chemistry Department, University of Western Australia, Nedlands, WA 6907, Australia
E-mail: jmh@chem.uwa.edu.au

Abstract

Conventional procedures can be used to obtain derivatives of carboxylic acid groups pendent to a cage amine complex. Polyamines (spermine, 323 tet) with both primary and secondary N-centres react predominantly at the former to give cage-substituted straight-chain amines carrying particularly high charges in aqueous solutions. Branched derivatives are obtained in reactions with tris(2-aminoethyl)amine (tren), though under the conditions associated with the use of an acyl chloride rather than an ester as the activated form of the reactant complex, poor yields of orthoamide species are obtained with this polyamine. Activation using the peptide-forming reagent EDC (1-(3-dimethylaminopropyl)-3-ethylcarbodiimide) enables ready coupling of the cage to phenylalanine.

Graphical abstract: Synthesis with coordinated ligands: biomolecule attachment to cage amines

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Article information

DOI
https://doi.org/10.1039/B110023H
Article type
Paper
Submitted
02 Nov 2001
Accepted
15 Jan 2002
First published
25 Feb 2002

J. Chem. Soc., Dalton Trans., 2002, 906-913

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Synthesis with coordinated ligands: biomolecule attachment to cage amines

P. S. Donnelly and J. M. Harrowfield, J. Chem. Soc., Dalton Trans., 2002, 906 DOI: 10.1039/B110023H

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