Synthesis of N-[6-(ethylenedioxy)hexyl]biotinamide: a biotinyl aldehyde precursor for labeling hydrazine-modified biomolecules.
Synthetic approaches for obtaining biotinyl aldehydes are described. While such aldehydes have limited shelflife, the acetal derivative, N-[6-(ethylenedioxy)hexyl]biotinamide, IX, was found to be indefinitely stable upon storage at -20 degrees C. Mild acid hydrolysis conveniently unmasks the aldehyde, which can then be used to label hydrazine-tagged biomolecules.
Musso
G F
GF
SISKA Diagnostics, Inc., San Diego, California.
Scarlato
G R
GR
Ghosh
S S
SS
D001710:Biotin / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006834:Hydrazines / Q000737:chemistry*; D006868:Hydrolysis; D013696:Temperature
D006834:Hydrazines; C075482:N-(6-(ethylenedioxy)hexyl)biotinamide; C029424:hydrazine; D001710:Biotin