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On the use of watersoluble carbodiimides for binding carboxylic compounds to aminated dextrans

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Summary

To prepare dextran-linked benzene polycarboxylic acids which are stable in-vivo, the acids were allowed to react with aminated dextrans in water, in the presence of a water-soluble carbodiimide. Under these conditions, ester linkages are formed preferentially to amide ones, probably because of the formation of intramolecular cyclic anhydrides promoted by the carbodiimide. Thus, with benzoic acid, esterification also took place, but to a much lesser extent.

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Abbreviations

EDCI:

1-ethyl-3-(3-dimethylaminopropyl) carbodiimide

Dex OH:

dextran

BHC:

benzene hexacarboxylic acid

BTC:

1,2,4,5-benzene tetracarboxylic acid

BTCA:

1,2,4,5-benzene tetracarboxylic anhydride

DSS:

3-(trimethylsilyl)-1-propanesulfonic acid, sodium salt

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Authors and Affiliations

  1. Laboratoire de Chimie-Physique Macromoléculaire, UA-CNRS 494 ENSIC, 1 rue Grandville, B.P. 451, F-54001, Nancy Cedex, France

    F. Prouchayret, D. Sacco & E. Dellacherle

Authors
  1. F. Prouchayret
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  2. D. Sacco
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  3. E. Dellacherle
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Prouchayret, F., Sacco, D. & Dellacherle, E. On the use of watersoluble carbodiimides for binding carboxylic compounds to aminated dextrans. Polymer Bulletin 21, 309–313 (1989). https://doi.org/10.1007/BF00955923

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  • DOI: https://doi.org/10.1007/BF00955923

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