A novel strategy for bioconjugation: synthesis and preliminary evaluation with amphotericin B.
A novel linker strategy is presented based on a double reductive amination of a dialdehyde to the amine of the amphotericin B mycosamine sugar and the biological activity of a series of conjugates is compared to the native amphotericin B.
Zumbuehl
Andreas
A
Laboratorium für Organische Chemie, ETH Hönggerberg, 8093, Zürich, Switzerland.
Stano
Pasquale
P
Sohrmann
Marc
M
Peter
Mathias
M
Walde
Peter
P
Carreira
Erick M
EM
D000577:Amides / Q000737:chemistry; D000586:Amination; D000666:Amphotericin B / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D001710:Biotin / Q000737:chemistry; D008081:Liposomes / Q000378:metabolism; D010713:Phosphatidylcholines / Q000378:metabolism; D011188:Potassium / Q000378:metabolism; D011199:Potentiometry
D000577:Amides; D000935:Antifungal Agents; D008081:Liposomes; D010713:Phosphatidylcholines; D001710:Biotin; D000666:Amphotericin B; D011188:Potassium; C028694:1-palmitoyl-2-oleoylphosphatidylcholine