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Related Concept Videos

Esters to Carboxylic Acids: Acid-Catalyzed Hydrolysis01:13

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Hydrolysis of esters under acidic conditions proceeds through a nucleophilic acyl substitution. In the presence of excess water, the reaction proceeds in a reversible manner, forming carboxylic acids and alcohols.
During hydrolysis, the ester is first activated towards nucleophilic attack through the protonation of the carboxyl oxygen atom by the acid catalyst. The protonation makes the ester carbonyl carbon more electrophilic. In the next step, water acts as a nucleophile and adds to the...
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The Fischer esterification reaction was developed by the German chemist Emil Fischer in 1895. It is a condensation reaction between carboxylic acids and alcohols in an acidic medium to give esters and water.

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New chromogenic substrates for feruloyl esterases.

Laurence Marmuse1, Michèle Asther, Emeline Fabre

  • 1Centre de Recherches sur les Macromolécules Végétales (CERMAV-CNRS), BP53, 38041, Grenoble cedex 9, France.

Organic & Biomolecular Chemistry
|March 26, 2008
PubMed
Summary

New chemo-enzymatic probes enable sensitive detection of feruloyl esterase (FE) and alpha-L-arabinofuranosidase (AF) activities. These assays are useful for characterizing enzymes from various sources.

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Area of Science:

  • Biochemistry
  • Enzymology
  • Synthetic Chemistry

Background:

  • Feruloyl esterases (FEs) are crucial enzymes for breaking down plant cell wall components.
  • Accurate assays are needed to quantify FE and related enzyme activities.
  • Existing methods may lack sensitivity or specificity.

Purpose of the Study:

  • To develop novel chemo-enzymatic probes for detecting feruloyl esterase (FE) activity.
  • To evaluate the utility of these probes in both qualitative and quantitative enzyme assays.
  • To characterize FE and alpha-L-arabinofuranosidase (AF) from diverse biological sources.

Main Methods:

  • Chemo-enzymatic synthesis of indolyl and nitrophenyl 5-O-hydroxycinnamoyl-alpha-L-arabinofuranosides.
  • Design of a two-step assay involving FE and AF.
  • Colorimetric detection of enzyme activity in solid and liquid media, including microtiter plates.

Main Results:

  • Successfully synthesized novel chromogenic substrates for FE assays.
  • Demonstrated color development contingent on sequential FE and AF activity.
  • Validated the probes in qualitative and quantitative assays using enzymes from various origins.
  • Showcased the probes' effectiveness in microtiter plate formats.

Conclusions:

  • The developed probes serve as effective tools for the sensitive detection and quantification of feruloyl esterase activity.
  • These assays are versatile and applicable to enzymes from different sources.
  • The chemo-enzymatic approach offers a valuable method for enzyme characterization.