Synthesis and preliminary analysis of a P-glycoprotein-specific [3H]-benzophenone photoaffinity label based on (-)-stipiamide.
A benzophenone photoaffinity label 9 based on the polyene natural product (-)-stipiamide has been constructed using a diaminoethane spacer and the radioactive agent [3H]-BZDC (N-succinimidyl p-benzoyl-(2,3-3H)-dehydrocinnamate). Photoaffinity experiments show specific binding to human P-glycoprotein (Pgp) in the presence of cis-flupentixol but not with cyclosporin A.
Andrus
M B
MB
Brigham Young University, Department of Chemistry and Biochemistry, Provo, UT 84602-5700, USA. mbandrus@chemdept.byu.edu
Turner
T M
TM
Sauna
Z E
ZE
Ambudkar
S V
SV
D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1 / Q000032:analysis / Q000378:metabolism*; D000345:Affinity Labels / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D001577:Benzophenones / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics; D015195:Drug Design; D006801:Humans; D008958:Models, Molecular; D008968:Molecular Conformation; D011090:Polyenes / Q000737:chemistry / Q000493:pharmacokinetics; D013388:Succinimides; D014316:Tritium
D020168:ATP Binding Cassette Transporter, Subfamily B, Member 1; D000345:Affinity Labels; D001577:Benzophenones; C096731:N-succinimidyl 4-benzoyldihydrocinnamate; D011090:Polyenes; D013388:Succinimides; D014316:Tritium; C069644:stipiamide