Evidence for Leukotriene A4 as an Intermediate in the Conversion of 5-HPETE to Leukotriene B4 Catalyzed by Cytochrome P-450

Details

• Personal Author:
  Bösterling B ; Trudell JR
• Description:
  Hydrolysis of 5-hydroperoxyeicosatetraenoic acid catalyzed by cytochrome P-450 in the absence of NADPH formed a product with spectral and HPLC characteristics identical with those of leukotriene B4, 5(S), 12(R)-dihydroxy-6-cis,8,10-trans,14-cis-eicosatetraenoic acid (LTB4). The product mixture suggests that trans-5,6-oxido-7,9-trans,11,14-cis-eicosatetraenoic acid, leukotriene A4 (LTA4) is an intermediate in the reaction. We suggest that the formation of LTB4 with the essential 6-cis stereochemistry is due to tight binding of the 5-HPETE to the cytochrome P-450 at a site that does not allow it to isomerize to the kinetically favored 6,8,10-trans configuration during attack of hydroxyl ion at C-12. [Description provided by NIOSH]
• Subjects:
  Biochemistry Energy Metabolism Free Radicals Histocytochemistry Occupational Health Safety
• Keywords:
  Biochemical Analysis Cytochemistry Free Radical Generation Free Radicals Leukocytes Metabolism
• ISSN:
  0006-291X
• Document Type:
  Text
• Funding:
  Grant
• Genre:
  Journal Article
• Place as Subject:
  California ; OSHA Region 9
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Volume:
  115
• Issue:
  3
• NIOSHTIC Number:
  nn:20060747
• Citation:
  Biochem Biophys Res Commun 1983 Sep; 115(3):995-1001
• CAS Registry Number:
  7112-Mercaptoethanol (CAS RN 60-24-2)
• Federal Fiscal Year:
  1983
• Performing Organization:
  Stanford University, Stanford, California
• Peer Reviewed:
  True
• Start Date:
  19800901
• Source Full Name:
  Biochemical and Biophysical Research Communications
• End Date:
  19901130
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:9ebdfe3cc63fee429b9705b5119cec13a6c7c17c607e22cdf9601f667113c9552657e6a90449b71c2188a084dfe3a64e064eaf4d887af0c87ebd61b162b804ef
• Download URL:
  https://stacks.cdc.gov/view/cdc/224570/cdc_224570_DS1.pdf
• File Type:
  [PDF - 320.92 KB ]