Melvin R. Euerby

Study of the chromatographic behaviour and resolution of α-amino acid enantiomers by high-performance liquid chromatography utilizing pre-column derivatization with o-phthaldialdehyde and new chiral thiols

The synthesis and chromatographic behaviour of a series of novel, optically pure, chiral thiols in the pre-column derivatization of various amino compounds with o-phthaldialdehyde (OPA) are described. The resulting OPA—amino—thiol adducts show advantages over the currently used thiols of reduced K*, enhanced resolution and better fluorescent properties.

Metabolite mapping of Toxocara canis using one- and two-dimensional proton magnetic resonance spectroscopy

One- and two-dimensional proton (1H) nuclear magnetic resonance (NMR) spectroscopic techniques have yielded detailed in vitro profiles of the metabolites present in the parasitic nematode Toxocara canis. The major intracellular metabolites were found to include trehalose, alanine, succinate, acetate, propionate and alpha-glycerophosphorylcholine.

An Investigation by 31P-N.M.R. Spectroscopy into the Occurrence of High Energy Phosphates in Helminths (Worms)

Abstract N-Phosphorylated guanidines (phosphagens,I), found in living tissue, act as high energy phosphate regulators of adenosine triphosphate. Vertebrates possess phosphocreatine (Ia) as their sole phosphagen whereas in invertebrates phosphoarginine (Ib) predominates. However, in certain non-parasitic helminths (Annelida), a novel class of phosphagens exists based on a phosphodiester structure (Ic) exemplified by phospholombricine (R′= CH2 CH(NH2)CO2H).

Synthesis of Naturally Occurring Helminthic Phosphodiesters and Related Analogues

Abstract Our preliminary findings in the use of 1,3,2-oxazaphospholidin-2-ones (III) as useful synthons in the synthesis of naturally occurring helminthic (worm) phosphodiesters [i.e. Opheline(II, R=Me) and serine ethanolamine phosphate (I, R=NH2(CO2H)CHCH2,R′=H)] and of related compounds are reported. The 1,3,2-oxazaphospholidin-2-ones can be synthesised by routes A and B; once formed these can be ring-opened by acid treatment which causes exclusive N-P bond fission yielding the phosphodiesters (I). Guanidinated phosphodiesters (II) have been made by reacting the corresponding phosphodiesters (I,R′=H) with O-methylisourea.