Synthese langkettiger Benzo- und Naphthochinonaldehyde als Substrate für bakterielle Luciferasen

✍ Scribed by Jockers, Half ;Schmid, Rolf D. ;Rieger, Hagen ;Krohn, Karsten

• Publisher: John Wiley and Sons
• Year: 1991
• Tongue: English
• Weight: 779 KB
• Volume: 1991
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199119910155

✦ Synopsis

Synthesis of Long‐Chain Benzo‐ and Naphthoquinonealdehydes as Substrates of Bacterial Luciferases

The naphthoquinones 1 and 2 and the benzoquinones 28 and 29 have been alkylated with long‐chain‐functionalized aliphatic carboxylic acids 3–10 using the method of Torssell. The functional groups (COOH, OH, CHCH~2~) of the coupling products have been transformed into aldehyde groups affording quinoid aliphatic aldehydes with chain lengths ranging from C~8~ to C~15~. The quinoid aldehydes with an optimal chain length ranging from C~9~ to C~11~, especially the C~9~ aldehydes 27 and 31, were shown to be effective substrates of the bacterial luciferases from Vibrio harveyi and Photobacterium fischeri.