Premium
Synthesis of Aryl Azide Analogues of Insect Juvenile Hormones as Reagents for the Photoaffinity Labeling of Juvenile Hormone Binding Proteins
Author(s) -
Stupp HansPeter,
Peter Martin G.
Publication year - 1987
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198719870329
Subject(s) - juvenile hormone , chemistry , azide , aryl , ketone , hormone , ether , reagent , biochemistry , stereochemistry , organic chemistry , alkyl
The azidophenyl 6,7‐epoxygeranyl ethers rac ‐ 4c and rac ‐ 4d and the azidobenzoate rac ‐ 6 were synthesized. p ‐Azidophenyl 6,7‐epoxygeranyl ether ( rac ‐ 4c ) shows a high affinity to the juvenile hormone binding protein of the migratory locust, Locusta migratoria . Fast photolysis is observed upon irradiation at 254 nm and at 300 nm. It is proposed that rac ‐ 4c is useful as a new reagent for the study of juvenile hormone binding proteins of insects in which the natural hormone is 1a . The synthesis and binding properties of the aryl ketone rac ‐ 4e and the vinyl ketone rac ‐ 7 are described also.