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Experimente zum kompetitiven Einbau der Stereoisomeren des Farnesols in Cantharidin. 6. Mitteilung zur Biosynthese des Cantharidins

✍ Scribed by Wolf-Dietrich Woggon; Martin G. Peter; Hans Schmid

Publisher
John Wiley and Sons
Year
1977
Tongue
German
Weight
402 KB
Volume
60
Category
Article
ISSN
0018-019X

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✦ Synopsis

Experiments on the competitive incorporation of farnesol‐stereoisomers into cantharidin

Farnesol (2) has been demonstrated to be an efficient precursor for cantharidin (1), into which it is transformed by elimination of C(1), C(5), C(6), C(7) and C(7′) [1]. The following incorporation experiments with doubly labelled (^3^H and ^14^C) stereoisomers of farnesol present strong evidence that (E,E)‐ farnesol ((E,E)‐2) in fact is the precursor for cantharidin, whereas (2__E__, 6__Z__)‐2 and (Z,Z)‐2 are not utilized for the biosynthesis of cantharidin. A possible mechanism for the incorporation of (2__Z__,6__E__)‐farnesol ((2__Z__,6__E__)‐2) to an extent of 56,8% relative to (E,E)‐2 is discussed.

📜 SIMILAR VOLUMES

Identifizierung von Farnesol als Zwische
Identifizierung von Farnesol als Zwischenstufe in der Biosynthese des Cantharidins aus Mevalonsäurelacton. 7.Mitteilung zur Biosynthese des Cantharidins
✍ Martin G. Peter; Wolf-Dietrich Woggan; Hans Schmid 📂 Article 📅 1977 🏛 John Wiley and Sons 🌐 German ⚖ 406 KB

**Identification of farnesol as an intermediate in the biosynthesis of cantharidin from mevalonolactone** Simultaneous injection of 2‐[^14^C]‐mevalonolactone (2‐[^14^C]‐**1**) and (__E__,__E__)‐11′,12‐[^3^H]‐farnesol (11′,12‐[^3^H]‐**2**) into __Lytta vesicatoria__ L. (__Coleoptera__, __Meloidae__)