Fluorescent Sensing of Guanine and Guanosine Monophosphate
with Conjugated Receptors Incorporating Aniline and Naphthyridine
Moieties
Shao-Hung Lu
Riping Phang
Jim-Min Fang
10.1021/acs.orglett.6b00311.s001
https://acs.figshare.com/articles/journal_contribution/Fluorescent_Sensing_of_Guanine_and_Guanosine_Monophosphate_with_Conjugated_Receptors_Incorporating_Aniline_and_Naphthyridine_Moieties/3125383
Ethyne-linked
naphthyridine–aniline conjugated molecules are selective sensors
of decylguanine in dichloromethane and guanosine monophosphate in
water (<i>K</i><sub>ass</sub> = 16 000 M<sup>–1</sup>). The 2-acetamido-1,8-naphthyridine moiety binds with guanine in
a DAA–ADD triply hydrogen-bonded motif. The aniline moiety
enhances an electron-donating effect, and the substituent is tuned
to attain extra hydrogen bonds, π–π stacking, and
electrostatic interactions. The proposed binding modes are supported
by a Job plot, ESI-MS, <sup>1</sup>H NMR, UV–vis, and fluorescence
spectral analyses.
2016-03-28 00:00:00
hydrogen bonds
analyses
K ass
triply
Guanine
aniline moiety
16 000
DAA
acetamido
decylguanine
Guanosine Monophosphate
guanine
binding modes
Fluorescent
sensor
1 H NMR
Job plot
dichloromethane
molecule
substituent
naphthyridine
Moietie
fluorescence
Naphthyridine
motif
UV
Conjugated Receptors Incorporating Aniline
guanosine monophosphate
interaction