Complex retention behavior of pyrimidines on biomembrane-mimic immobilized-artificial-membrane phase

Hai-Bin Luo, Chuanqi Zheng, Yuen-Kit Cheng*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

6 Citations (Scopus)
5 Downloads (Pure)

Abstract

The influence of the chemical substitutions on the interfacial interactions of pyrimidines with the phospholipid-mimic immobilized-artificial-membrane (IAM) chromatographic stationary phase was evaluated. Monocyclic pyrimidine nucleic acid bases (nucleobases) were revealed behaving differently from their bicyclic purine counterparts substantially. The computed electrostatic potential surfaces for both the IAM phase and the interacting nucleobases are intuitive in deconvoluting the retention patterns of pyrimidines molecularly. A structure-retention model has also been derived using quantitative 3D-QSAR methodology pertinent to the IAM-retention of pyrimidines for the potential use in molecular design. IAM phase is found particularly suitable in assessing the retention of pyrimidines with bulky or elongated exocyclic substituents in the biological context than the alkyl-based chromatographic counterparts.

Original languageEnglish
Pages (from-to)114-122
Number of pages9
JournalJournal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences
Volume853
Issue number1-2
DOIs
Publication statusPublished - 15 Jun 2007

Scopus Subject Areas

  • Analytical Chemistry
  • Biochemistry
  • Clinical Biochemistry
  • Cell Biology

User-Defined Keywords

  • Pyrimidine
  • IAM
  • Retention
  • CoMSIA
  • ESP
  • Modeling

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