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Luminal transport system for H+/organic cations in the rat proximal tubule (1995)

David, C. ; Rumrich, G. ; Ullrich, K. J.

Springer

Pflügers Archiv 430 (1995), S. 477-492

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ISSN: 1432-2013

Keywords: N-Methyl-4-phenyl-pyridinium (MPP+) ; N 1-Methylnicotinamide ; Tetraethylammonium (TEA+) ; Choline ; Amiloride ; Cortisol

Source: Springer Online Journal Archives 1860-2000

Topics: Medicine

Notes: Abstract The efflux of radiolabelled organic cations from the tubular lumen into proximal tubular cells was investigated by using the stop-flow microperfusion method. The efflux rate increased in the sequence: N 1-methylnicotinamide (NMeN+) 〈 cimetidine 〈 tetraethylammonium (TEA+) 〈 N-methyl-4-phenylpyridinium (MPP+). Preloading the animals by i.v. infusion or pre perfusion of the peritubular capillaries with NMeN+ increased the efflux rate of MPP+. Luminal efflux was also augmented when the tubular solution was made alkaline with HCO 3 − or phosphate, whereby HCO 3 − is more effective than phosphate. Replacement of Na+ by Cs+ showed no effect. With i.v. preloading the animals with NMeN+ and with 25 mM HCO 3 − in the luminal perfusate the 2-s efflux follows kinetics with a Michaelis constant K m=0.21 mmol/l and maximal flux J max=0.42 pmol · cm−1 · s−1 and a permeability term with P=37.7 μm2 · s−1. Comparing the apparent luminal inhibitory constant values for MPP+ $$(Ki_{l,MPP^ + } )$$ with the apparent contraluminal $$Ki_{cl,NMeN^ + }$$ values of substrates of homologous series, it was found that (1) limitation by molecular size occurs at the contraluminal cell side earlier than at the luminal cell side; (2) affinity increases with hydrophobicity of the substrates at the luminal cell side, with a steeper or equal slope than at the contraluminal cell side; (3) affinity increases with basicity (i.e. pKa values) at the luminal cell side with a steeper slope than at the contraluminal cell side. Taken together, substrates with low hydrophobicity and low basicity interact at the luminal cell side more weakly than at the contraluminal cell side. On the other hand large, hydrophobic substrates have, at the luminal cell side, a higher affinity than at the contraluminal cell side. Many substrates, however, have equal affinity at the luminal and contraluminal cell sides.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1007/BF00373884

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Nitrosierung von 2-Aryl-3,5-dimethyl-1,1-dioxo-1,2-thiazinen - eine ungewöhnliche Ringtransformation zu mesoionischen Pyridaziniumsalzen (1995)

Fanghänel, E. ; Hucke, A. ; Hasan, H. ; [et al.]

New York, NY : Wiley-Blackwell

Journal für Praktische Chemie/Chemiker-Zeitung 337 (1995), S. 104-108

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ISSN: 0941-1216

Keywords: Chemistry ; Organic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Nitrosation of 2-Aryl-3,5-dimethyl-1,1-dioxo-1,2-thiazines - an Unusual Ringtransformation to Mesoionic Pyridazinium SaltsThe thiazines 1b-e, g, h react with isoamyl nitrite/HClg by nitrosation of the 3-methyl group to the 3-cyano-thiazines 3b-e, g, h. As by-products the mesoionic pyridazinium salts 4b, c are formed. The compounds 4b-i and 4-1e-i became main products by the nitrosation of 1b-i with sodium nitrite/HCl. In this case as by-products the oximes 2b-d were isolated, which can be transferred with sodium nitrite into 4b-d. The regioselectivity of the nitrosation reaction of 1 is influenced by the substituents of the aryl group.

Additional Material: 3 Tab.