Towards click bioconjugations on cube-octameric silsesquioxane scaffolds.
Cube-octameric silsesquioxane (POSS) based conjugation scaffolds for copper catalysed azide-alkyne [3+2] cycloaddition are reported. The synthetic route to octaazido and octaalkyno functionalised POSS templates without cage rearrangements is described. A set of click couplings is conducted including the first effective conjugation with a fully unprotected functional peptide towards a POSS assembled peptide octamer.
Fabritz
Sebastian
S
Clemens Schöpf Institute of Organic Chemistry and Biochemistry, Technische Universität Darmstadt, Petersenstr. 22, 64287, Darmstadt, Germany.
Heyl
Dirk
D
Bagutski
Viktor
V
Empting
Martin
M
Rikowski
Eckhard
E
Frauendorf
Holm
H
Balog
Ildiko
I
Fessner
Wolf-Dieter
WD
Schneider
Jörg J
JJ
Avrutina
Olga
O
Kolmar
Harald
H
D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D001386:Azides; D017646:Organosilicon Compounds; D003300:Copper