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.
   167   168   169   170   171   172   173   174   175   176   177