A red-shifted photochromic sulfonylurea for the remote control of pancreatic beta cell function.
Azobenzene photoresponsive elements can be installed on sulfonylureas, yielding optical control over pancreatic beta cell function and insulin release. An obstacle to such photopharmacological approaches remains the use of ultraviolet-blue illumination. Herein, we synthesize and test a novel yellow light-activated sulfonylurea based on a heterocyclic azobenzene bearing a push-pull system.
Department of Chemistry and Center for Integrated Protein Science, LMU Munich, Munich, Germany. dirk.trauner@lmu.de.
J
J
Broichhagen
J A
JA
Frank
N R
NR
Johnston
R K
RK
Mitchell
K
K
Šmid
P
P
Marchetti
M
M
Bugliani
G A
GA
Rutter
D
D
Trauner
D J
DJ
Hodson
D000818:Animals; D001391:Azo Compounds / Q000737:chemistry*; D002118:Calcium / Q000378:metabolism; D002478:Cells, Cultured; D003981:Diazoxide / Q000494:pharmacology; D005786:Gene Expression Regulation; D020662:Guanine Nucleotide Exchange Factors / Q000235:genetics / Q000378:metabolism; D057809:HEK293 Cells; D006801:Humans; D007004:Hypoglycemic Agents / Q000494:pharmacology; D007328:Insulin / Q000819:agonists* / Q000378:metabolism; D000078790:Insulin Secretion; D050417:Insulin-Secreting Cells / Q000166:cytology / Q000187:drug effects / Q000378:metabolism / Q000528:radiation effects*; D007515:Islets of Langerhans / Q000166:cytology / Q000187:drug effects / Q000378:metabolism / Q000528:radiation effects*; D008027:Light; D051379:Mice; D055668:Photochemical Processes; D011188:Potassium / Q000378:metabolism; D015398:Signal Transduction; D013453:Sulfonylurea Compounds / Q000737:chemistry* / Q000494:pharmacology; D064233:Sulfonylurea Receptors / Q000235:genetics / Q000378:metabolism
C577507:ABCC8 protein, human; D001391:Azo Compounds; D020662:Guanine Nucleotide Exchange Factors; D007004:Hypoglycemic Agents; D007328:Insulin; C442864:RAPGEF4 protein, human; D013453:Sulfonylurea Compounds; D064233:Sulfonylurea Receptors; C057619:glimepiride; C009850:azobenzene; D003981:Diazoxide; D011188:Potassium; D002118:Calcium