Study of the interaction between actin and antitumor substance aplyronine A with a novel fluorescent photoaffinity probe.
The interaction between actin and aplyronine A, a potent antitumor and actin-depolymerizing substance of marine origin, was investigated by photoaffinity labeling experiments. Photoaffinity probes consisting of a side-chain portion of aplyronine A as a ligand, a diazirine moiety as a photoaffinity group, and a fluorophore as a detecting group were synthesized. Photolabeling experiments between actin and the probe were carried out. Actin was successfully photolabeled by the fluorescent probe and visualized clearly. The present results provide the first chemical evidence for the direct interaction between actin and the side-chain portion of aplyronine A.
Department of Chemistry, University of Tsukuba, 1-1-1 Tennoudai, Tsukuba, Ibaraki 305-8571, Japan.
Takeshi
T
Kuroda
Kiyotake
K
Suenaga
Akira
A
Sakakura
Tomohisa
T
Handa
Kazuhito
K
Okamoto
Hideo
H
Kigoshi
D000199:Actins / Q000037:antagonists & inhibitors / Q000737:chemistry / Q000378:metabolism*; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000378:metabolism*; D015638:Cytochalasin D / Q000737:chemistry / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry / Q000378:metabolism*; D007783:Lactones / Q000737:chemistry / Q000378:metabolism*; D018942:Macrolides; D008387:Marine Toxins; D015394:Molecular Structure; D019384:Nucleic Acid Synthesis Inhibitors / Q000737:chemistry / Q000378:metabolism; D010080:Oxazoles / Q000737:chemistry / Q000378:metabolism; D019920:Photoaffinity Labels / Q000737:chemistry / Q000378:metabolism*; D012694:Serine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000378:metabolism
D000199:Actins; D000970:Antineoplastic Agents; D005456:Fluorescent Dyes; D007783:Lactones; D018942:Macrolides; D008387:Marine Toxins; D019384:Nucleic Acid Synthesis Inhibitors; D010080:Oxazoles; D019920:Photoaffinity Labels; C080978:mycalolide B; C104057:aplyronine A; D015638:Cytochalasin D; D012694:Serine