Leukotriene D: A Slow Reacting Substance from Rat Basophilic Leukemia Cells

A slow reacting substance produced by rat basophilic leukemia cells, treated with ionophore A23187, was characterized by spectroscopic methods, enzymatic conversions, and chemical degradations as 5-hydroxy-6-S-cysteinylglycyl-7,9,11,14-eicosatetraenoic acid (leukotriene D). γ -Glutamyltranspeptidase...

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Bibliographic Details
Published in:Proceedings of the National Academy of Sciences - PNAS 1980-04, Vol.77 (4), p.2014-2017
Main Authors: Orning, Lars, Hammarstrom, Sven, Samuelsson, Bengt
Format: Article
Language:English
Subjects:
Amino acids
Amino Acids - analysis
Animals
Arachidonic Acids - analysis
Autacoids - analysis
Basophils - analysis
Bioassay
Enzymes
Ethanol
Ileum
Leukemia
Leukemia - analysis
Leukotrienes
Lipoxygenase - metabolism
Rats
Sequence analysis
Soybeans
Spectrophotometry, Ultraviolet
SRS-A
Sulfur
Ultraviolet spectrum
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Summary:A slow reacting substance produced by rat basophilic leukemia cells, treated with ionophore A23187, was characterized by spectroscopic methods, enzymatic conversions, and chemical degradations as 5-hydroxy-6-S-cysteinylglycyl-7,9,11,14-eicosatetraenoic acid (leukotriene D). γ -Glutamyltranspeptidase [γ -glutamyltransferase; (5-glutamyl)-peptide: amino-acid 5-glutamyltransferase, EC 2.3.2.2] converted leukotriene C to a product identical to leukotriene D. This suggests that the stereochemistry of the arachidonyl moiety of leukotrienes C and D is the same [5(S)-6(R)-7,9-trans-11,14-cis]. Leukotriene D induces a faster contraction and, on a molar basis, is more potent than leukotriene C in the isolated guinea pig ileum bioassay.
ISSN:0027-8424
1091-6490
DOI:10.1073/pnas.77.4.2014