Page 172 - 《精细化工》2021年第8期
P. 172
·1666· 精细化工 FINE CHEMICALS 第 38 卷
实验结果表明,两种检测方法均显示食品萃取 probes[J]. Organic & Biomolecular Chemistry, 2014, 12(21): 3406-
3412.
液中几乎不含有 H 2 O 2 ;在食品加标实验中,推测因
[12] MA Q J, XU J H, ZHANG X B, et al. A naphthalene-based two-
实验误差以及在实验过程中 H 2 O 2 的分解,致使加标 photon fluorescent probe for selective and sensitive detection of
回收率不同,但对同一样品的测试结果进行比较, thiophenols[J]. Sensors and Actuators B: Chemical, 2016, 229: 434-
440.
荧光检测法对于钛盐比色法的相对误差在 6%以内, [13] MA Q Q, XIAO H B, WANG K, et al. Determination of hydrogen
认为 TC-BOR 可用于检测食品中 H 2 O 2 的含量。 sulfide in endoplasmic reticulum by two-photon fluorescence[J/OL].
Analytical Letters, 2021: 1-13. [2021-02-11]. https://doi.org/10.
1080/00032719.2021.1884255.
3 结论 [14] LI L, SHEN X Q, XU Q H, et al. A switchable two-photon membrane
tracer capable of imaging membrane-associated protein tyrosine
本文以半花菁为荧光母体,依据硼酸酯可以被 phosphatase activities[J]. Angewandte Chemie International Edition,
2013, 52(1): 424-428.
H 2 O 2 选择性氧化水解的原理,设计合成了一个长波 [15] XIAO H B, ZHANG Y Z, LI S Z, et al. Spiro-configured fluorescent
2+
长 H 2 O 2 荧光探针 TC-BOR,该探针的特性为: probe: Synthesis and applications in the determinations of Hg and
proton, and two-photon fluorescence imaging[J]. Sensors and Actuators
(1)TC-BOR 在与 H 2 O 2 响应后,在近红外区 B: Chemical, 2016, 236: 233-240.
(723 nm 处)产生强烈的荧光,与加入 H 2 O 2 前相比 [16] YU S L, YANG X L, SHAO Z L, et al. A TICT based two-photon
fluorescent probe for bisulfite anion and its application in living
荧光增强约 55 倍;在 7 min 即可达到最大荧光强度。 cells[J]. Sensors and Actuators B: Chemical, 2016, 235: 362-369.
(2)TC-BOR 具有低细胞毒性以及专一选择性, [17] MENG X M, YE W P, WANG S X, et al. A ratiometric two-photon
fluorescent probe for cysteine and homocysteine in living cells[J].
可用于活体细胞中 H 2 O 2 的识别。
Sensors and Actuators B: Chemical, 2014, 201: 520-525.
(3)将 TC-BOR 用于食品中 H 2 O 2 的检测,结 [18] SUN W, FAN J L, HU C, et al. A two-photon fluorescent probe with
合钛盐比色法进行验证,说明将 TC-BOR 用于食品 near-infrared emission for hydrogen sulfide imaging in biosystems[J].
Chemical Communications, 2013, 49(37): 3890-3892.
中 H 2 O 2 的检测是可行的。 [19] HUANG C B (黄池宝), FAN J L (樊江莉), PENG X J (彭孝军),
基于荧光检测技术开发可用于食品中小分子的 et al. Progress and application of two-photon fluorescent probes[J].
Progress in Chemistry (化学进展), 2007, 19(11): 1806-1812.
快速检测方法,可有效提高食品检测效率与检测精 [20] DU Y C, WANG B W, JIN D, et al. Dual-site fluorescent probe for
−
度,有望成为一种便捷、高效的食品安全检测方法。 multi-response detection of ClO and H 2O 2 and bio-imaging[J].
Analytica Chimica Acta, 2020, 1103: 174-182.
[21] ZHANG J, SHI L, LI Z, et al. Near-infrared fluorescence probe for
参考文献:
hydrogen peroxide detection: Design, synthesis, and application in
[1] KUMAR M, KUMAR N, BHALLA V, et al. A charge transfer assisted living systems[J]. Analyst, 2019, 144(11): 3643-3648.
fluorescent probe for selective detection of hydrogen peroxide among [22] DU L P, NI N T, LI M Y, et al. A fluorescent hydrogen peroxide probe
different reactive oxygen species[J]. Chemical Communications, 2012, based on a ‘Click’ modified coumarin fluorophore[J]. Tetrahedron
48(39): 4719-4721. Letters, 2010, 51(8): 1152-1154.
[2] CHEN X Q, TIAN X Z, SHI N I, et al. Fluorescent and luminescent [23] MA S Y, WANG K N, XING M M, et al. A coumarin-boronic ester
probes for detection of reactive oxygen and nitrogen species[J]. derivative as fluorescent chemosensor for detecting H 2O 2 in living
Chemical Society Reviews, 2011, 40(9): 4783-4804. cells[J]. Inorganic Chemistry Communications, 2021, 124:108414.
[3] USHIO-FUKAI M. Redox signaling in angiogenesis: Role of nadph [24] DICKINSON B C, HUYNH C, CHANG C J. A palette of fluorescent
oxidase[J]. Cardiovascular Research, 2006, 71(2): 226-235. probes with varying emission colors for imaging hydrogen peroxide
[4] YAN F Y, ZANG Y Y, SUN J R, et al. Sensing mechanism of reactive signaling in living cells[J]. Journal of the American Chemical Society,
oxygen species optical detection[J]. Trends in Analytical Chemistry, 2010, 132(16): 5906-5915.
2020, 131: 116009. [25] CHANG M C Y, PRALLE A, ISACOFF E Y, et al. A selective,
[5] HENDERSON J R, FULTON D A, MCNEIL C J, et al. The cell-permeable optical probe for hydrogen peroxide in living cells[J].
development and in vitro characterisation of an intracellular Journal of the American Chemical Society, 2004, 126(47): 15392-
nanosensor responsive to reactive oxygen species[J]. Biosensors and 15393.
Bioelectronics, 2009, 24(12): 3608-3614. [26] ZHOU D Y, LI Y F, JIANG W L, et al. A ratiometric fluorescent probe
[6] LÓPEZ-LÁZARO M. Dual role of hydrogen peroxide in cancer: for peroxynitrite prepared by de novo synthesis and its application in
Possible relevance to cancer chemoprevention and therapy[J]. Cancer assessing the mitochondrial oxidative stress status in cells and in
Letters, 2007, 252(1): 1-8. vivo[J]. Chemical Communications, 2018, 54(82): 11590-11593.
[7] DIXON S J, STOCKWELL B R. The role of iron and reactive oxygen [27] ZHENG Y T (郑永唐), BEN K L (贲昆龙). Use of MTT assay for
species in cell death[J]. Nature Chemical Biology, 2014, 10(1): 9-17. the determination of cell viability and proliferatiol[J]. Immunological
[8] CHEN C (陈超), TAO Q (陶倩), LIU Q (柳琦). The application of Journal (免疫学杂志), 1992, (4): 266-269.
food grade hydrogen peroxide in food industry[J]. Food Research [28] LIU J, LIANG J, WU C, et al. A doubly-quenched fluorescent probe
and Development (食品研究与开发), 2018, 39(12): 220-224. for low-background detection of mitochondrial H 2O 2[J]. Analytical
[9] ZHANG S Y (张素雅), ZHANG J J (张健健). Research progress in Chemistry, 2019, 91(10): 6902-6909.
small molecular fluorescence probes for phosgene[J]. Fine Chemicals [29] DAI F, JIN F, LONG Y, et al. A 1,8-naphthalimide-based turn-on
(精细化工), 2020, 37(11): 2229-2237. fluorescent probe for imaging mitochondrial hydrogen peroxide in
[10] LIU Q Y (刘庆宇), JIANG N (姜娜), LIU L L (刘乐乐), et al. A living cells[J]. Free Radical Research, 2018, 52(11/12): 1288-1295.
fluorescent probe based on 1,8-naphthimide for detection of hydrazine [30] LI N, HUANG J X, WANG Q Q, et al. A reaction based one- and
in cells[J]. Fine Chemicals (精细化工), 2020, 37(9): 1806-1811, 1832. two-photon fluorescent probe for selective imaging H 2O 2 in living
[11] RATHORE K, LIM C S, LEE Y, et al. Dual-color imaging of cytosolic cells and tissues[J]. Sensors and Actuators B: Chemical, 2018, 254:
and mitochondrial zinc ions in live tissues with two-photon fluorescent 411-416.