Synthesis of nucleobase-neomycin conjugates and evaluation of their biophysical and biochemical properties
Poster Number
13B
Format
Poster Presentation
Faculty Mentor Name
Liang Xue
Faculty Mentor Department
Chemistry
Additional Faculty Mentor Name
Joan Lin-Cereghino
Additional Faculty Mentor Department
Biological Sciences
Additional Faculty Mentor Name
Geoff Lin-Cereghino
Additional Faculty Mentor Department
Biological Sciences
Abstract/Artist Statement
Neomycin, an aminoglycoside, is known to bind to the A site of 16S ribosomal RNA and A-type DNA such as DNA triplex. It has been used as an antibiotic and a DNA triplex specific binding ligand. Conjugation of neomycin with other DNA binding moieties can further enhance its recognition to various nucleic acids. In the present work, we report the synthesis of four conjugates by coupling nucleobases (A, G, T, and C) with neomycin via click chemistry. The products were characterized using NMR and ESI mass spectrometry. All four conjugates thermally stabilized a DNA oligonucleotide triplex, and the guanine-neomycin conjugate showed a better triplex stabilization effect than neomycin. In addition, the effects of the conjugates on cancer cell viability and the growth of several Gram-negative and Gram-positive bacteria were investigated.
Location
DeRosa University Center, Ballroom
Start Date
29-4-2017 1:00 PM
End Date
29-4-2017 3:00 PM
Synthesis of nucleobase-neomycin conjugates and evaluation of their biophysical and biochemical properties
DeRosa University Center, Ballroom
Neomycin, an aminoglycoside, is known to bind to the A site of 16S ribosomal RNA and A-type DNA such as DNA triplex. It has been used as an antibiotic and a DNA triplex specific binding ligand. Conjugation of neomycin with other DNA binding moieties can further enhance its recognition to various nucleic acids. In the present work, we report the synthesis of four conjugates by coupling nucleobases (A, G, T, and C) with neomycin via click chemistry. The products were characterized using NMR and ESI mass spectrometry. All four conjugates thermally stabilized a DNA oligonucleotide triplex, and the guanine-neomycin conjugate showed a better triplex stabilization effect than neomycin. In addition, the effects of the conjugates on cancer cell viability and the growth of several Gram-negative and Gram-positive bacteria were investigated.