Abstract
Stimulation of human polymorphonuclear leukocytes with the chemotactic peptide formylmethionylleucylphenylalanine led to the formation of a novel leukotriene: 5(S),12(R)-dihydroxy-6,8,10,14-eicosatetraen-1,20-dioic acid. This dihydroxydicarboxylic acid is derived from omega-oxidation of 5(S),12(R),dihydroxy-6,8,10,14-eicosatetradienoic acid (leukotriene B4). The intermediate 5(S),12(R),20-trihydroxy-6,8,10,14-eicosatetraenoic acid was also isolated from these incubations. The two metabolites of leukotriene B4 exhibit chemotactic properties for human polymorphonuclear leukocytes but are less active in this respect than the parent compound.
Highlights
Stimulationof human polymorphonuclearleukocytes methionylleucylphenylalanine are similar to bacterial chemwith the chemotactic peptide formylmethionylleucyl- otaxins and exhibitamultiplicity of actions on leukocytes phenylalanineled to theformationofanovel leu- from human and otherspecies [18,19,20,21,22,23]
Theincrease was noted at 10 n~ fMLP and it was maximal at 1,UM (Table I)
The results showed that these compounds both are chemotactic towards human polymorphonuclear leukocytes less potent han LTB, (Table 11)
Summary
Noic acid) [2] is formed from arachidonic acid via the inter- Cell Preparation and Incubations-Human leukocytes obtained mediates 5-hydroperoxyeicosatetraenoiaccid, and leukotriene from peripheral blood were prepared as previously described [11]. LTB, (8,15-dihydroxyeicosa-5,9,11,13-tetraenoicacid) and incubations were continued for an additional 15 min and stopped by adding 1.5 volumes of methanol. Gas Chromatography-Mass Spectrometry-For conversion into methyl esters, diazomethane in ether was added to the extract dissolvedin methanol and samples were left a t 4 "C for 5 min. The methanol was evaporated and the samples were subjected to gas chromatography-mass spectrometry as described above. After 4 h at room temperature the mixture was evaporated, dissolved in 0.25 ml of methanol, sonicated, and centrifuged at 500 X g for 5 min. After 10 min a t room temperature the sample was evaporated and the residue dissolved in 1.0 ml of acetic acid and 0.2 ml of 30% hydrogen peroxide. Assessment of Chemotaxis-Random migration andstimulated locomotion were assayed with a method which measures the movement of polymorphonuclear leukocytes under agarose [30]
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