Complex retention behavior of pyrimidines on biomembrane-mimic immobilized-artificial-membrane phase.
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.
Luo
Hai-Bin
HB
Department of Chemistry, Hong Kong Baptist University, Kowloon Tong, Hong Kong.
Zheng
Chuanqi
C
Cheng
Yuen-Kit
YK
D000327:Adsorption; D008567:Membranes, Artificial; D008956:Models, Chemical; D015394:Molecular Structure; D010743:Phospholipids / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*
D008567:Membranes, Artificial; D010743:Phospholipids; D011743:Pyrimidines; C030986:pyrimidine