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The preparation of a 11 C‐labelled 5‐lipoxygenase product. 5(S)‐hydroxy‐6(R)‐(N‐[1‐ 11 C]acetyl)cysteinyl‐7,9‐trans‐11,14‐ciseicosatetraenoic acid
Author(s) -
Oberdorfer Franz,
Siegel Thilo,
Guhlmann Albrecht,
Keppler Dietrich,
MaierBorst Wolfgang
Publication year - 1992
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580311109
Subject(s) - chemistry , lipoxygenase , product (mathematics) , stereochemistry , radiochemistry , enzyme , organic chemistry , geometry , mathematics
5(S)‐Hydroxy‐6(R)‐(N‐[1‐ 11 C]acetyl)cysteinyl‐7,9‐trans‐11,14‐cis‐eicosatetraenoic acid (N‐[1‐ 11 C]acetyl leukotriene E 4 ) was prepared by the reaction of leukotriene E 4 and [1‐ 11 C]acetyl chloride. The product was obtained with 1.3% yield, based on [1‐ 11 C]acetyl chloride. The preparation required 50 min from the end of radioisotope production. The chemical and radiochemical purity of an injectable dose of N‐[1‐ 11 C]acetyl leukotriene E 4 was 95%. The remaining impurities were the 11‐trans isomer primarily and the sulfoxides of 5(S)‐hydroxy‐6(R,S)‐(N‐[1‐ 11 C]acetyl)cysteinyl‐7,9‐trans‐11‐(cis,trans)‐14‐cis‐eicosatetraenoic acid. The stereochemistry of the sulfoxides at C‐6 and at the C‐11 double bond respectively was not identified. The average specific activity of the carrier added preparation was 2 GBq/μmol at the time of application.