Investigation of the C-1311 glucuronidation: an electrochemical approach - Open Research Data - Bridge of Knowledge

Your account

login

Search

Investigation of the C-1311 glucuronidation: an electrochemical approach

Description

This study was undertaken to investigate the glucuronidation of the compound C-1311 (5-diethylaminoethylamino-8-hydroxyimidazoacridinone – the model anticancer acridine derivative) using electrochemistry/mass spectrometry (EC/MS) as a complementary technique to in vitro (liver microsomes) and in silico approaches.

For the EC/MS experiment the RoxyTM system (Antec Scientific, The Netherlands) equipped with an electrochemical thin-layer ReactorCellTM connected directly to a 6470 Triple Quad LC/MS with an AJS (Agilent Jet Stream) ESI interface (Agilent Technologies, USA) was used. The ReactorCellTM was supplied to a disc glassy carbon working electrode (ϕ =8 mm; A = 0.502 cm2) and a HyREF palladium-hydrogen (Pd/H2) pseudo reference electrode. The upper half of the electrochemical cell block made of a chemically inert and physically resistant polyether ether ketone (PEEK; 30% carbon fiber-reinforced) was employed as a counter electrode.

Generation of C-1311 glucuronides:

  • Sample: 10 μM C-1311 solution in 10 mM ammonium formate (pH ~ 7.4) and methanol (1:1, v/v) (electrolyte solution)
  • Conjugation reaction: addition of 100 μM glucuronic acid solution in electrolyte solution after the ReactorCellTM via 100 μL T-piece to conjugate C-1311 and/or phase I metabolites
  • Flow rate: 20 μL/min
  • Potential: from 0 to 2500 mV (at 10 mV/s)
  • Reaction temperature: room temperature

EC/MS made it possible to detect three potential 8-O-glucuronides (predicted by XenoSite Reactivity Predictor) derived from C-1311 (m/z 351) and its derivatives – products of C-1311 side chain degradation (corresponding ions at m/z 278 and m/z 323).

Dataset file

Dane badawcze_EIC.pdf
661.4 kB, S3 ETag 77b463e52acd3d60d28473f951269aaa-1, downloads: 43
The file hash is calculated from the formula
hexmd5(md5(part1)+md5(part2)+...)-{parts_count} where a single part of the file is 512 MB in size.

Example script for calculation:
https://github.com/antespi/s3md5

File details

License:
Creative Commons: by-nc-sa 4.0 open in new tab
CC BY-NC-SA
Non-commercial - Share-alike
Raw data:
Data contained in dataset was not processed.

Details

Year of publication:
2024
Verification date:
2024-05-31
Creation date:
2024
Dataset language:
English
Fields of science:
  • chemical sciences (Natural sciences)
DOI:
DOI ID 10.34808/ncw3-kx93 open in new tab
Verified by:
Gdańsk University of Technology

Keywords

Cite as

Authors

seen 108 times