Selective synthesis of octadeuterated (+/-)-5-HETE for use in GC-MS quantitation of 5-HETE

Journal Article · Thu Dec 31 23:00:00 EST 1981 · Prostaglandins; (United States)

DOI:https://doi.org/10.1016/0090-6980(82)90022-3· OSTI ID:5224965

Hubbard, W C; Phillips, M A; Taber, D F

5(S)-hydroxy-6 trans-8,11,14 cis-eicosatetraenoic acid (5-HETE) is the major product of arachidonic acid metabolism via the 5-lipoxygenase pathway. A limiting factor in the quantitation of 5-HETE by GC-MS analysis is the availability of a stable isotope analog for use as an internal standard. In this report, we detail procedures for selective chemical synthesis of multimilligram quantities of octadeuterated (+/-)-5-HETE from octadeuterated arachidonic acid. The octadeuterated (+/-)-5-HETE is suitable for use as an internal standard for GC-MS quantitation of 5-HETE. Preparation of the octadeuterated analog of 5-HETE can be readily performed in most laboratory settings.

• Research Organization: Department of Pharmacology, Vanderbilt University, Nashville, Tennessee
• OSTI ID: 5224965
• Journal Information: Prostaglandins; (United States), Journal Name: Prostaglandins; (United States) Vol. 23:1; ISSN PRGLB
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
400702* -- Radiochemistry & Nuclear Chemistry-- Properties of Radioactive Materials
ARACHIDONIC ACID
CARBOXYLIC ACIDS
CHEMICAL PREPARATION
CHROMATOGRAPHY
DEUTERIUM COMPOUNDS
GAS CHROMATOGRAPHY
HYDROGEN COMPOUNDS
MASS SPECTROSCOPY
METABOLISM
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
SEPARATION PROCESSES
SPECTROSCOPY
SYNTHESIS