6-Fluoropyridoxal polymer conjugates: Novel 19F pH indicators for magnetic resonance spectroscopy

Vimal D. Mehta, Aravind Sivasubramanian, Padmakar V. Kulkarni, Ralph P. Mason, Peter P. Antich

Research output: Contribution to journalArticle

3 Scopus citations

Abstract

Fluorinated macromolecular probes (6-fluoropyridoxal-polymer conjugates) have been synthesized and characterized as potential pH indicators for magnetic resonance spectroscopy and imaging applications. The 19F pH sensor 2-fluoro-5-hydroxy-3-(hydroxymethyl)-6-methyl-4-pyridinecarboxal- dehyde (6- fluoropyridoxal; 2) has been conjugated to carrier molecules (polyamino dextran, polylysine, and albumin) by reductive alkylation for enhanced vascular retention and tissue targeting. The pH indicator polymer conjugates were purified by exhaustive dialysis and isolated in good yields (66-84%). The 6-fluoropyridoxal-polymer conjugates exhibit excellent 19F pH sensitivity and pK(a) suitable for in vivo studies. The potential application of these polymeric indicators has been demonstrated in whole blood. These novel macromolecular pH probes offer a new approach for studying tissue physiology.

Original languageEnglish (US)
Pages (from-to)536-540
Number of pages5
JournalBioconjugate Chemistry
Volume7
Issue number5
DOIs
StatePublished - Sep 1 1996

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ASJC Scopus subject areas

  • Biotechnology
  • Bioengineering
  • Biomedical Engineering
  • Pharmacology
  • Pharmaceutical Science
  • Organic Chemistry

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