A versatile approach to beta-amyloid fibril-binding compounds exploiting the Shirakawa/Hayashi protocol for trans-alkene synthesis.
Application of the Sonogashira coupling reaction followed by a trans-selective alkyne reduction proved highly adaptable for the efficient synthesis of a class of beta-amyloid fibril binding compounds possessing a styrylbenzene motif such as FSB, an FSB dimer, and (19)F-BAY94-9172.
Huynh
Tri H V
TH
Center for Insoluble Protein Structures, Interdisciplinary Nanoscience Center, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark.
Mantel
Mette Louise H
ML
Mikkelsen
Katrine
K
Lindhardt
Anders T
AT
Nielsen
Niels Chr
NC
Otzen
Daniel
D
Skrydstrup
Troels
T
D000475:Alkenes / Q000138:chemical synthesis*; D000480:Alkynes / Q000737:chemistry*; D016229:Amyloid beta-Peptides / Q000378:metabolism*; D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011485:Protein Binding; D013237:Stereoisomerism; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry; D013343:Styrenes / Q000138:chemical synthesis* / Q000737:chemistry
C496440:(E,E)-1-fluoro-2,5-bis-(3-hydroxycarbonyl-4-hydroxy)styrylbenzene; D000475:Alkenes; D000480:Alkynes; D016229:Amyloid beta-Peptides; D000814:Aniline Compounds; D013267:Stilbenes; D013343:Styrenes; C527756:4-(N-methylamino)-4'-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)stilbene