Famesoic acid

The tritium-labelled famesoic acid [3H]-MF, 111, and its diazomethyl ketone analogue, [3H]-FDK, 112, which can be used for the photoaffinity labelling of MF binding... 

Juvenile hormones are insect hormones that keep the insect in the juvenile, (larval) stage. They are famesoic acids, acids of the sesquiterpene alcohol farnesol. 

From FDP, a phosphatase or pyrophosphatase catalyzes the removal of the pyrophosphate group, generating famesol (Fig. (5)). The next two steps, oxidation of this alcohol to an aldehyde (famesal), then a carboxylic acid (famesoic acid), are catalyzed by one or two NAD+-dependent dehydrogenase(s) [63]. In the cockroach, D. punctata, methylation of... 

This pathway or variations of it occur in other insect species. The ethyl branches of the higher JH homologs found in the Lepidoptera (Fig. (1)) are derived from isoleucine and valine which are first metabolized to propionate and then incorporated, instead of acetate, in the early steps of biosynthesis [72, 73], The sequence of the final steps of JH biosynthesis may also be different in these insect species. In the adult female CA of some Lepidoptera, epoxidation of famesoic acid to the JH acid occurs before the final methylation step [64,65, 71]. Interestingly, in larval stages of the tobacco homworm, M. sexta, and adult males of the silkworm, Hyalophora cecropia, the CA synthesize and release JH acids into the... 

C7 Diploptera punctata Farnesol, farnesal, famesoic acid, methyl farneso- [251] ... 

The site-selective epoxidation of polynnsatnrated substrates is a key process in the biosynthesis of several families of natural products, including steroids and triterpenoids (from 2,3-(S)-oxidosqualene), insect jnvenile hormones (famesoate or homofamesoate terminal epoxides), and eicosanoids (e.g., leukotriene-A or (ll/ ,12S)-oxidoarachidonic acid). Corey s group has developed an effective strategy for the efficient site-selective epoxidation of polyolefinic isoprenoid alcohols based on the use of an internal control element for intramolecular reaction (Scheme 9.43) [56]. This approach is illustrated by its application to a series of polyisoprenoid alcohols (poly-prenoids) at substrate concentration of 0.5 mM. Polyprenol substrates, which are having a phenol functionality at one terminus, can direct selective internal epoxidation at a double bond, which is positioned either four or five prenyl units away from the hydroxyphenyl terminal. 

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