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Development of a novel chromophore reaction-based fluorescent probe for biogenic amines detection

文献类型: 外文期刊

作者: Wang, Lingyun 1 ; Xin, Shuqi 1 ; Zhang, Chufeng 1 ; Ran, Xueguang 2 ; Tang, Hao 1 ; Cao, Derong 1 ;

作者机构: 1.South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, 381 Wushan Rd, Guangzhou 510641, Peoples R China

2.Minist Agr, Key Lab Anim Nutr & Feed Sci South China, State Key Lab Livestock & Poultry Breeding, Inst Anim Sci,Guangdong Acad Agr Sci, Guangzhou 510641, Peoples R China

期刊名称:JOURNAL OF MATERIALS CHEMISTRY B ( 影响因子:6.331; 五年影响因子:5.726 )

ISSN: 2050-750X

年卷期: 2021 年 9 卷 45 期

页码:

收录情况: SCI

摘要: Biogenic amines (BAs) are important biomarkers to monitor meat spoilage. However, the design of efficient BA fluorescent probes with distinct colorimetric and ratiometric fluorescent dual-channels is still a critical challenge because of similar chemical properties and basicity between BAs and other amines. Herein, pyrrolopyrrole cyanine (PPCy-1) is reported to display distinctly high reactivity toward BAs through an ultrasensitive irreversible chromophore reaction for the first time. The reaction mechanism is ascribed to synergistic aza-Michael addition and B-N detachment, followed by hydrolysis to produce low-conjugated diketopyrrolopyrrole and heteroaromatic acetonitrile compounds. As a result, colorimetric and ratiometric fluorescent dual-channel (Delta lambda(ab) = 188 nm and Delta lambda(em) = 151 nm) signals and a limit of detection up to 62.1 nM level for BA solution are acquired. In addition, the colorimetric detection of volatile amine vapor using the PPCy-1-loaded filter paper, showing a color change from green to yellow, is feasible. A simple and cost-effective fluorescence "turn on" method using the filter paper or the CAD-40 resin loaded with PPCy-1 to detect TVB (total volatile bases) originating from shrimp spoilage is further demonstrated.

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