Hydroxy juvenile hormones: new putative juvenile hormones biosynthesized by locust Corpora allata in vitro

The in vitro production of sesquiterpenoids was investigated by using corpora allata (CA) of the African locust Locusta migratoria migratorioides. Labeled products from unstimulated biosynthesis were extracted, purified by normal phase HPLC, and derivatized to determine the functional groups present...

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Bibliographic Details
Published in:Biochemical and biophysical research communications 1997-11, Vol.240 (3), p.752-758
Main Authors: Darrouzet, E, Mauchamp, B, Prestwich, G.D, Kerhoas, L, Ujvary, I, Couillaud, F
Format: Article
Language:English
Subjects:
Animals
Biochemistry, Molecular Biology
Chromatography, High Pressure Liquid
Corpora Allata - metabolism
Grasshoppers - metabolism
HORMONAS JUVENILES
HORMONE JUVENILE
Hydroxylation
JUVENILE HORMONES
Juvenile Hormones - biosynthesis
Juvenile Hormones - chemistry
Juvenile Hormones - pharmacology
Life Sciences
Mass Spectrometry
Molecular Structure
Morphogenesis - drug effects
Sesquiterpenes - chemistry
Sesquiterpenes - metabolism
Sesquiterpenes - pharmacology
Spectrum Analysis
Tenebrio - drug effects
Vitellogenesis - drug effects
Vitellogenesis - physiology
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Summary:The in vitro production of sesquiterpenoids was investigated by using corpora allata (CA) of the African locust Locusta migratoria migratorioides. Labeled products from unstimulated biosynthesis were extracted, purified by normal phase HPLC, and derivatized to determine the functional groups present. An extra hydroxyl group was detected in each of two juvenile hormone (JH) biosynthetic products. One compound, NP-8, was found to co-migrate with a chemically-synthesized (Z)-hydroxymethyl isomer, 12'-OH JH-III, but not with the (E)-hydroxymethyl isomer, 12-OH JH III. Mass spectral analyses further supported the identity of the synthetic material with that biosynthesized by the corpora allata. A second compound was identified as the 8'-OH JH-III based on spectroscopic analyses. 12'-OH JH-III exhibited morphogenetic activity when tested on the heterospecific Tenebrio test. These data suggest that 12'-OH JH-III and 8'-OH JH-III are additional biosynthetically-produced and biologically-active juvenile hormones, and constitute the first known members of the class of hydroxy juvenile hormones (HJHs).
ISSN:0006-291X
1090-2104
DOI:10.1006/bbrc.1997.7739