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AMACE1: versatile aminoacetamide electrophore reagent.

R J Lu1, R W Giese

  • 1Department of Pharmaceutical Sciences, Bouvé College of Pharmacy and Health Professions, Barnett Institute, Boston, Massachusetts 02115, USA.

Analytical Chemistry
|April 28, 2000
PubMed
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A new reagent, AMACE1, was synthesized for detecting oxidative DNA damage. This method allows for highly sensitive trace organic analysis of analytes containing keto or carboxylic acid groups.

Area of Science:

  • Analytical Chemistry
  • Organic Chemistry
  • Biochemistry

Background:

  • Oxidative damage to DNA is a significant factor in various diseases.
  • Sensitive detection methods are crucial for understanding and monitoring such damage.
  • Existing methods may lack the sensitivity or specificity required for certain analytes.

Purpose of the Study:

  • To synthesize a novel reagent for the derivatization and detection of specific organic analytes.
  • To establish a sensitive analytical method for detecting oxidative sugar damage to DNA.
  • To evaluate the utility of the new reagent in trace organic analysis.

Main Methods:

  • Synthesis of AMACE1 (Acetamide, 2-amino-N-[[3,5-bis(trifluoromethyl)phenyl]-methyl]-N-methyl-, monohydrochloride) in three steps.

Related Experiment Videos

  • Coupling of AMACE1 to model analytes (glycolate, 3-hydroxy-2-butanone, 3-phenylbutyraldehyde, alpha-hydroxy-gamma-butyrolactone) using cyanoborohydride or carbodiimide.
  • Detection of derivatized products using gas chromatography/electron capture mass spectrometry (GC/EC-MS) with selected ion monitoring.

    • Main Results:

    • Successful synthesis of AMACE1 from N-tritylglycine.
    • Efficient coupling of AMACE1 to model analytes containing keto or carboxyl groups.
    • High sensitivity detection (20 amol) of derivatized analytes by GC/EC-MS, with characteristic ion fragments observed at m/z 215, 289, 299, and 329.

    Conclusions:

    • AMACE1 is a versatile reagent for derivatizing small organic molecules with keto or carboxylic acid functionalities.
    • The developed method offers high sensitivity for trace organic analysis, particularly for oxidative DNA damage markers.
    • AMACE1 shows significant potential for broad application in analytical chemistry for detecting low-abundance organic compounds.