A novel ultraviolet assay for testing side reactions of carbodiimides

  • Carbodiimides possess considerable absorbance in the ultraviolet region; the extinction coefficient of 1-ethyl-(3-dimethylaminopropyl)carbodiimide (EDC) in water is ϵ214 = 6.3 · 103 L mol−1 cm−1. It provides a very simple method for testing possible side reactions of carbodiimides. This technique was used to study effects of pH, different buffers, and other components typically present in biological samples on EDC stability. It was shown that the hydrolysis rate in pure water increased from 1.5 · 10−5 to 5 · 10−4 s−1 by pH decreasing from 7 to 4. A strong increase of the rate of EDC loss was observed in the presence of different components. This effect can be described by the following row of hydrolysis rates: citrate ⪢ acetate ≈ phosphate ⪢ SDS. The results can be used to optimize carbodiimide-mediated reactions of peptide bond formation in organic chemistry or peptide synthesis or during immobilization or cross-linking of biological molecules.

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Metadaten
Author: Nadia Wrobel, Manfred Schinkinger, Vladimir M. MirskyORCiDGND
DOI:https://doi.org/10.1006/abio.2002.5646
ISSN:0003-2697
Title of the source (English):Analytical Biochemistry
Document Type:Scientific journal article peer-reviewed
Language:English
Year of publication:2002
Volume/Year:305
Issue number:2
First Page:135
Last Page:138
Faculty/Chair:Fakultät 2 Umwelt und Naturwissenschaften / FG Nanobiotechnologie
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