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Chemistry Education 2018

Journal of Organic & Inorganic Chemistry

ISSN: 2472-1123

Page 46

August 27-28, 2018

Zurich, Switzerland

8

th

Edition of International Conference on

Chemistry Education

and Research

T

here is a huge scope for the exploration of the role of zinc in

biological systems. Therefore, it is highly desired to develop

a sensitive method for its detection. Unlike other metal ions such

as Mn

2+

, Fe

2+

, or Cu

2+

, the Zn

2+

in biological systems cannot be

detected by spectroscopic methods, thus the fluorescence stands

out as a method of choice. The Hqpzc, N-(quinoline-8-yl)pyrazine-

2-carboxamide, as a small fluorogenic molecule with a selective

''Off-On'' switching behavior for detection of Zn

2+

and a colorimetric

sensor for Cu

2+

, comprises of quinoline as the fluorophore and

pyrazine-2-carboxamide as the chelating group. This chemosensor

exhibits a remarkable fluorescence response with a detection

limite of 1.11 × 10

−6

M when investigated in acetonitrile and the

fluorescence intensity enhances significantly upon addition of

one equivalent of Zn

2+

. The selectivity of Hqpzc for Zn

2+

is based

on the chelation-enhanced fluorescence (CHEF) mechanism. The

binding mode of the Hqpzc with Zn

2+

was investigated through

Job's plot experiment, the fluorescence and UV–vis titration, ESI-

MS, and density functional theory calculations. These results

revealed that the binding stoichiometric ratio between Hqpzc and

Zn

2+

in acetonitrile is 1:1. The limit of detection (LOD) for Cu

2+

is

1.48 × 10

−5

M in acetonitrile solvent and the association constant

(K

a

) for Hqpzc-Zn

2+

and Hqpzc-Cu

2+

complexes are 3.837 × 10

4

and

7.352 × 10

7

M

-1

, respectively. Other interfering ions such as Na

+

, K

+

,

Ca

2+

, Mg

2+

, Fe

2+

, Co

2+

, Ni

2+

, Cu

2+

, Cd

2+

, Hg

2+

, Mn

2+

, Cr

3+

and Al

3+

, show

either no or slight change in the fluorescence intensity of Hqpzc in

the presence of Zn

2+

. Notably, in the presence of Zn

2+

, the Hqpzc

fluorescence exhibits reversibility with SCN

, and the fluorescent

signals of Hqpzc are utilized to construct an INHIBIT type logic gate

at themolecular level. Theoretical calculations, carried out withTD-

DFTmethod, support the experimental observations.

Biography

Marzieh Sohrabi is a PhD student in Inorganic Chemistry, Isfahan University

of Technology, Isfahan, Iran. Bsc. Azad University of Shahr-e-Rey, Tehran, Iran,

2003; MSc. Azad University of Shahr-e-Rey, Tehran, Iran, 2008. Research inter-

est: Synthesis and characterization of emissive ligands and their metal com-

plexes with their application as sensors for detection of biologically important

ions such as Co

2+

, Cu

2+

, Zn

2+

. Construction of molecular probes for application

in live cell imaging. Construction of molecular logic gates from chemical light

switches based on emission properties of small molecules. Synthesis and

characterization of emissive organometallic complexes and their application

in biology as anticancer drugs, and computational chemistry.

msohrabi83@yahoo.com

A novel chemosensor acting as a fluorescent "Off-On"

Zn

2+

sensor: Experimental, logic gate behavior and TD-DFT

calculations

Marzieh Sohrabi

1,2

, Mehdi Amirnasr

1

, Hossein Farrokhpour

1

and

Soraia Meghdadi

1

1,2

Isfahan University of Technology, Iran

1

Islamic Azad University, Iran

Marzieh Sohrabi et al., J Org Inorg Chem 2018, Volume 4

DOI: 10.21767/2472-1123-C5-015