Protein arginine N-methyltransferases (PRMTs) selectively replace N-H for N-CH(3) at substrate protein guanidines, a post-translational modification important for a range of biological processes, such as epigenetic regulation, signal transduction and cancer progression. Selective chemical probes are required to establish the dynamic function of individual PRMTs. Herein, model inhibitors designe...

In 1955 Hollunger (1) showed that with isolated mitochondria, guanidine, methylguanidine, and asym-dimethylguanidine inhibited the adenosine diphosphate-stimulated oxidation of those substrates with diphosphopyridine nucleotide-linked dehydrogenases, whereas succinate oxidation was far less affected. When dinitrophenol was used to stimulate respiration, no marked inhibition was noted. Hollunger...

In a steady-state GTPase activity assay, N-[3-(1H-imidazol-4-yl)propyl)]guanidines and N(G)-acylated derivatives are more potent and efficacious at fusion proteins of guinea pig (gpH(2)R-G(salphaS)) than human (hH(2)R-G(salphaS)) histamine H(2) receptor, coupled to the short splice variant of G(salpha), G(salphaS). Whereas Ala-271 (hH(2)R) and Asp-271 (gpH(2)R) in transmembrane domain 7 were id...

Species of the genus Verbesina (Asteraceae, tribe Heliantheae, subtribe Ecliptinae) have produced a range of eudesmane sesquiterpenes with cinnamate or a derived ester group, of which, αand β-verbesinolcoumarates were the first reported examples. Several species also afforded elemanolides, diterpenes, flavonoids, and biological active guanidines as Galegine, the toxic principle of V. enceloides...

The effects of phenylethylbiguanidide, decamethylenediguanidide, and octylguanidine have been studied with mung bean hypocotyl mitochondria (Phaseolus aureus var. Jumbo) supplied with malate, reduced nicotinamide adenine dinucleotide, succinate, or ascorbate-tetramethyl-p-phenylenediamine as substrates. The guanidines act as energy transfer inhibitors, all three inhibiting all three phosphoryla...

Four guanidine derivatives of N4,N9-diacylated spermine have been designed, synthesized, and characterized. These guanidine-containing cationic lipids bound siRNA and formed nanoparticles. Two cationic lipids with C18 unsaturated chains, N1,N12-diamidino-N4,N9-dioleoylspermine and N1,N12-diamidino-N4-linoleoyl-N9-oleoylspermine, were more efficient in terms of GFP expression reduction compared ...