Synthesis and bioassay of radiolabeled, chiral probes for juvenile hormone receptor study

Thesis/Dissertation · Thu Jan 01 04:00:00 EST 1987

OSTI ID:6151823

Eng, W

Four different types of compounds were synthesized for the detailed study on interactions between insect juvenile hormone (JH) and the corresponding binding proteins, receptor proteins and catabolic enzymes: (1) High specific activity /sup 3/H-labeled, chiral alkyldiazoacetates with their skeletons approaching those of natural JH I and JH II were synthesized as photoaffinity labels for probing JH receptor proteins in Lepidoptera. Compared with epoxy farnesyl diazoacetate (EFDA), epoxy bishomofarnesyl diazoacetate (EBDA) and epoxy homofarnesyl diazoacetate (EHDA) have largely increased affinity to Manduca sexta JH binding proteins (JHBP) as demonstrated by gel electrophoresis. (2) Chiral JH I and JH II acids, as well as 12-hydroxy-JH I and JH II were synthesized. The hydroxy groups in these compounds provide tether points for attachment to proteins to serve as antigens with most of the recognition sites preserved to be used in JH radioimmunoassays. (3) The first radioiodine-labeled JH, (/sup 125/I)-12-iodo-JH I, was synthesized, both in no-carrier-added and carrier-added forms, as one of the probes for JH receptor study. (4) Four alkylthioltrifluoropropanones with skeletons approaching that of JH III and functional groups mimicking the JH epoxide moiety were synthesized as inhibitors for JH esterase (JHE).

• Research Organization: New York Univ., NY (USA)
• OSTI ID: 6151823
• Country of Publication: United States
• Language: English

Related Subjects

550201* -- Biochemistry-- Tracer Techniques
59 BASIC BIOLOGICAL SCIENCES
ANIMALS
ARTHROPODS
BIOCHEMICAL REACTION KINETICS
BIOCHEMISTRY
CHEMISTRY
ELECTROPHORESIS
ENZYME INHIBITORS
HORMONES
IMMUNOASSAY
IMMUNOLOGY
INSECTS
INVERTEBRATES
ISOTOPE APPLICATIONS
KINETICS
LEPIDOPTERA
MEMBRANE PROTEINS
ORGANIC COMPOUNDS
PROTEINS
RADIOASSAY
RADIOIMMUNOASSAY
RADIOIMMUNOLOGY
REACTION KINETICS
RECEPTORS
SYNTHESIS
TRACER TECHNIQUES