高等学校化学学报 ›› 2022, Vol. 43 ›› Issue (12): 20220558.doi: 10.7503/cjcu20220558
收稿日期:
2022-08-20
出版日期:
2022-12-10
发布日期:
2022-09-19
通讯作者:
蒋锡群
E-mail:jangx@nju.edu.cn
基金资助:
LI Cheng, ZHOU Sensen, JIANG Xiqun()
Received:
2022-08-20
Online:
2022-12-10
Published:
2022-09-19
Contact:
JIANG Xiqun
E-mail:jangx@nju.edu.cn
Supported by:
摘要:
氧气在生命活动中具有重要意义, 为需氧生物提供了重要的能量来源, 氧气供应不足会导致组织乏氧. 乏氧往往与炎症、 慢性伤口及肿瘤等多种疾病密切相关, 而组织氧浓度是评估机体健康的重要依据. 光学成像在空间分辨率、 灵敏性和成本方面的巨大优势使其成为炎症、 癌症、 脑部疾病和手术导航的重要影像诊断工具. 本文介绍了数种乏氧响应的光学探针的合成策略, 并展示了不同的乏氧光学探针在肿瘤检测、 炎症监测、 伤口氧含量监测、 治疗响应监测和食品包装检测等方面的应用, 最后探讨了乏氧光学成像的应用前景.
中图分类号:
TrendMD:
李成, 周森森, 蒋锡群. 乏氧光学影像探针的设计与应用. 高等学校化学学报, 2022, 43(12): 20220558.
LI Cheng, ZHOU Sensen, JIANG Xiqun. Design and Applications of Hypoxia Optical Probes. Chem. J. Chinese Universities, 2022, 43(12): 20220558.
Fig.1 Design of the fluorescence probes under hypoxia condition(A) Design of the hypoxia fluorescence probe; (B) the on-off mechanism of some hypoxia fluorescent probe; (C) the reduction of nitro groups to amino groups by nitroreductase under hypoxia conditions, under hypoxic conditions, the quinone group is reduced to hydroquinone and produces fluoresce; (D) the azo bond is broken to release the fluorescent molecules in the presence of azoreductase.
Fig.2 Design of the hypoxia phosphorescence probes(A) Successive responses of the macromolecular probe to acidity and hypoxia[8]. Copyright 2017, Springer Nature. (B) Organic room temperature hypoxic phosphorescence probes[43]. Copyright 2009, Springer Nature.
Fig.3 Metastatic tumor detection with hypoxia probe(A) Hypoxia-based detection of lymph node metastasis of 4T1 cell lines with Ir complex-based macromolecular probe[48]. Copyright 2015, Wiley-VCH. (B) Ex vivo imaging of dissected organs after injection with the probe and the black-and-white contrast image of the ex vivo liver tissue[8]. Copyright 2017, Springer Nature.
Fig.4 Polyurethane film composited with phosphorescent probe Ir⁃btp can real⁃time monitor wound inflammation in mice[9](A) Illustration of the integrated PU film with the Ir-btp probe; (B) photos of the festering(left) and the PU film applied wound(right); (C) in vivo near-infrared imaging of a wound with the PU film; (D) quantitative analysis of the part in (C). Copyright 2019, American Chemical Society.
Fig.5 Optical wireless wearable prototype for transcutaneous oxygen monitoring[68](A) Illustration of the wireless wearable prototype based on the phosphorescence intensity of an oxygen-sensing film; (B) oxygen-sensing film exhibiting bright phosphorescence at atmospheric pO2; (C) comparison of two estimates of pO2 measured by the device with a commercial reference sensor. Copyright 2021, IEEE.
Fig.6 Real time monitoring the oxygen level during therapy(A) In vivo monitoring the hypoxia level of the tumors after different treatment through NIR imaging with multifunctional nanoparticle[70]. Copyright 2020, American Chemical Society. (B) Whole-body fluorescence imaging of mice bearing subcutaneously 4T1 tumors with i.t. injection of tumor hypoxia fluorescence probe Ir-PVP[71]. Copyright 2015, Wiley‐VCH.
1 | Bishop A., J. Wound Care, 2008, 17, 399—402 |
2 | Sen C. K., Wound Repair Regen, 2009, 17, 1—18 |
3 | Dewhirst M. W., Klitzman B., Braun R. D., Brizel D. M., Haroon Z. A., Secomb T. W., Int. J. Cancer, 2000, 90, 237—255 |
4 | Vaupel P., Höckel M., Mayer A., Antioxid. Redox Signaling, 2007, 9, 1221—1235 |
5 | Litti L., Rivato N., Fracasso G., Nanoscale, 2018, 10, 1272—1277 |
6 | Pogue B. W., Wilson B. C., J. Biomed. Opt., 2018, 23, 121610 |
7 | Hu Z., Fang C., Li B., Zhang Z., Cao C., Cai M., Su S., Su X., Shi X., Li C., Gambhir S., Cheng Z., Tian J., Nat. Biomed. Eng., 2020, 4, 259—271 |
8 | Zheng X., Mao H., Huo D., Wu W., Liu B., Jiang X., Nat. Biomed. Eng., 2017, 1, 1—9 |
9 | Ji S., Zhou S., Zhang X., Li C., Chen W., Jiang X., ACS Appl. Bio Mater., 2019, 2, 5110—5117 |
10 | Marks H., Bucknor A., Roussakis E., Nowell N., Kamali P., Cascales J. P., Kazei D., Lin S. J., Evans C. L., Sci. Adv., 2020, 6, eabd1061 |
11 | Chen W. J., Chen S. Y., Xue C. Y., Liu B., Zheng J., Chem. J. Chinese Universities, 2021, 42(11), 3433—3444 |
谌委菊, 陈诗雅, 薛曹叶, 刘波, 郑晶. 高等学校化学学报, 2021, 42(11), 3433—3444 | |
12 | Liu J., Bu W., Shi J., Chem. Rev., 2017, 117, 6160-6224 |
13 | Xu H., Li Q., Wang L., He Y., Shi J., Tang B., Fan C., Chem. Soc. Rev., 2014, 43, 2650—2661 |
14 | Shashkova S., Leake M. C., Biosci. Rep., 2017, 37, BSR20170031 |
15 | Guzy R. D., Hoyos B., Robin E., Chen H., Liu L., Mansfield K. D., Simon M. C., Hammerling U., Schumacker P. T., Cell Metab., 2005, 1, 401—408 |
16 | López⁃Lázaro M., Cancer Lett., 2007, 252, 1—8 |
17 | Kizaka⁃Kondoh S., Konse⁃Nagasawa C., Cancer Sci., 2009, 100, 1366—1373 |
18 | Kumari R., Sunil D., Ningthoujam B. S., Chemico⁃Bioorg. Chem, 2019, 88, 102979 |
19 | Okuda K., Okabe Y., Kadonosono T., Nagasawa H., Bioconjugate Chem., 2012, 23, 324—329 |
20 | Li Y., Sun Y., Li J., Feng Q. W., Li F., J. Am. Chem. Soc., 2015, 137, 6407—6412 |
21 | Li M., Zhang Y., Ren X., Niu W., Yuan Q., Cao K., Zhang J., Gao X., Su D., Chem. Commun., 2022, 58, 819—822 |
22 | Zhang S., Chen H., Wang L., Qin X., Jiang B. P., Ji S. C., Shen X. C., Liang H., Angew. Chem. Int. Ed., 2022. 61, e202107076 |
23 | Scott D. T., McKnight D. M., Blunt⁃Harris E. L., Kolesar S. J., Lovley D. R., Environ. Sci. Technol., 1998, 32, 2984—2989 |
24 | Tanabe K., Hirata N., Harada H., Hiraoka M., Nishimoto S., ChemBioChem, 2008, 9, 426—433 |
25 | Komatsu H., Harada H., Tanabe K., Hiraoka M., Nishimoto S. I., MedChemComm, 2010, 1, 50—53 |
26 | Kumari R., Sunil D., Ningthoujam R. S., Kumar N. A., Chem. Biol. Interact., 2019, 307, 91—104 |
27 | Ooi T., Shibata T., Sato R., Ohno H., Kinoshita S., Thuoc T. L., Taguchi S., Appl. Microbiol. Biotechnol., 2007, 75, 377—386 |
28 | Huang J., Wu Y., Zeng F., Wu S., Theranostics, 2019, 9, 7313—7324 |
29 | Wang H. J., Zhang H. Y., Zhang C., Zhang B., Dai X., Xu X., Liu Y., ACS Appl. Polym. Mater., 2022, 4, 2935—2940 |
30 | Xue T., Shao K., Xiang J., Pan X., Zhu Z., He Y., Nanoscale, 2020, 12, 7509—7513 |
31 | Zhang Y., Zhao W., Chen Y., Yuan H., Fang H., Yao S., Zhang C., Xu H., Li N., Liu Z., Guo Z., Zhao Q., Liang Y., He W., Nat. Commun., 2021, 12, 2772 |
32 | Vanderkooi J. M., Maniara G., Green T. J., Wilson D. F., J. Biol. Chem., 1987, 262, 5476—5481 |
33 | Esipova T. V., Karagodov A., Miller J., Wilson D. F., Busch T. M., Vinogradov S. A., Anal. Chem., 2011, 83, 8756—8765 |
34 | Cheng M., Mo Y., Zheng G., Adv. Healthcare Mater., 2021, 10, 2001549 |
35 | Kitajima N., Umehara Y., Son A., Kondo T., Tanabe K., Bioconjugate Chem., 2018, 29, 4168—4172 |
36 | Zhang W., Chen S., Sun P., Ye S., Fan Q., Song J., Zeng P., Qu J., Wong W. Y., Adv. Healthc. Mater., 2022, 11, 1—9 |
37 | Lewis G. N., Kasha M., J. Am. Chem. Soc., 1944, 66, 2100—2116 |
38 | Li Y., Gecevicius M., Qiu J., Chem. Soc. Rev., 2016, 45, 2090—2136 |
39 | Wang X.F., Xiao H., Chen P. Z., Yang Q. Z., Chen B., Tung C. H., Chen Y. Z., Wu L. Z., J. Am. Chem. Soc., 2019, 141, 5045—5050 |
40 | Kenry, Chen C., Liu B., Nat. Commun., 2019, 10, 2111 |
41 | Fateminia S. M. A., Mao Z., Xu S., Yang Z., Chi Z., Liu B., Angew. Chem. Int. Ed., 2017, 56, 12160—12164 |
42 | Zhang T., Wang C. Y., Ma X., Ind. Eng. Chem. Res., 2019, 19, 7778—7785 |
43 | Zhang G., Palmer G., Dewhirst M., Fraser C. L., Nat. Mater., 2009, 8, 747—751 |
44 | Villa M., Del Secco B., Ravotto L., Roy M., Rampazzo E., Zaccheroni N., Prodi L., Gingras M., Vinogradov S. A., Ceroni P., J. Phys. Chem. C, 2019, 123, 29884—29890 |
45 | He T., Guo W.J., Chen Y.Z., Yang X.F., Tung C.H., Wu L. Z., Aggregate, 2022, 3, e250 |
46 | Zeng Y., Nguyen V. P., Li Y., Kang D. H., Paulus Y. M., Kim J., ACS Appl. Mater. Interfaces, 2022, 14, 18182—18193 |
47 | Yoshihara T., Yamaguchi Y., Hosaka M., Takeuchi T., Tobita S., Angew. Chem. Int. Ed., 2012, 51, 4148—4227 |
48 | Zheng X., Wang X., Mao H., Wu W., Liu B., Jiang X., Nat. Commun., 2015, 6, 5834 |
49 | Kagalwala H. N., Gerberich J., Smith C. J., Mason R. P., Lippert A. R., Angew. Chem. Int. Ed., 2022, 61, e202115704 |
50 | De Rosa M. C., Hodgson D. J., Enright G. D., Dawson B., Evans C. E. B., Crutchley R. J., J. Am. Chem. Soc., 2004, 126, 7619—7626 |
51 | Liu Y., Guo H., Zhao J., Chem. Commun., 2011, 47, 11471—11473 |
52 | Ye R., Liu Y., Zhang H., Su H., Zhang Y., Xu L., Hu R., Kwok R. T. K., Wong K. S., Lam J. W. Y., Goddard W. A., Tang B. Z., Polym. Chem., 2017, 8, 1722—1727 |
53 | Wang S., Gu K., Guo Z., Yan C., Yang T., Chen Z., Tian H., Zhu W. H., Adv. Mater., 2019, 31, 1805735 |
54 | Brown J. B., Wilson W. R., Nat. Rev. Cancer, 2016, 4, 437—447 |
55 | Saxena K., Jolly M. K., Biomolecules, 2019, 9, 339 |
56 | Pouysségur J., Dayan F., Mazur N. M., Nature, 2006, 441, 437 |
57 | Cosse J. P., Michiels C., Anticancer Agents Med. Chem., 2012, 8, 790—797 |
58 | Schaue D., Mcbride W. H., Nat. Rev. Clin. Oncol., 2015, 12, 527—540 |
59 | Casas A., Venosa G., Hasan T., Batlle A., Curr. Med. Chem., 2011, 18, 2486—2515 |
60 | Petrova A., Annicchiarico⁃Petruzzelli M., Melino G., Amelio I., Oncogenesis, 2018, 7, 10—21 |
61 | Moslehi J., Rathmell W. K., J. Clin. Invest., 2020, 130, 4—6 |
62 | Liu R., Tang J., Xu Y., Dai Z., ACS Nano, 2019, 13, 5124—5136 |
63 | Imtiyaz H. Z., Simon M. C., Curr. Top. Microbiol. Immunol., 2010, 345, 105—112 |
64 | Kominsky D. J., Campbell E. J., Colgan S. P., J. Immunol., 2010, 184, 4062 |
65 | Pasparakis M., Haase I., Nestle F. O., Nat. Rev. Immunol., 2014, 14, 289—301 |
66 | Li Z., Navarro⁃Alvarez N., Keeley E. J., Nowell N. H., Goncalves B. M. M., Huang C. A., Evans C. L., Biomed. Opt. Express, 2017, 8, 4640 |
67 | McPhail L. R., Cooper L. T., Hodge D. O., Cabanel D. M., Rooke T. W., Vasc. Med., 2004, 9, 125—127 |
68 | Cascales J. P., Greenfield D. A., Roussakis E., Witthauer L., Li X., Goss A., Evans C. L., IEEE Internet Things J., 2021, 8, 17557—17567 |
69 | Marks H., Bucknor A., Roussakis E., Nowell N., Kamali P., Cascales J. P., Kazei D., Lin S. J., Evans C. L., Sci. Adv., 2020, 6, eabd1061 |
70 | Li C., Zheng X., Chen W., Ji S., Yuan Y., Jiang X., Nano Lett., 2020, 20, 6526—6534 |
71 | Song G., Liang C., Gong H., Li M., Zheng X., Cheng L., Yang K., Jiang X., Liu Z., Adv. Mater., 2015, 27, 6110—6117 |
72 | Mohebi E., Marquez L., J. Food Sci. Technol., 2015, 52, 3947—3964 |
73 | Suppakul P., Miltz J., Sonneveld K., Bigger S. W., J. Food Sci., 2003, 68, 408—420 |
74 | Kelly C. A., Cruz⁃Romero M., Kerry J. P., Papkovsky D. B., Chemosensors, 2018, 6, 38 |
75 | Papkovsky D. B., Smiddy M. A., Papkovskaia N. Y., Kerry J. P., J. Food Sci., 2022, 67, 3164—3169 |
76 | Banerjee S., Kelly C., Kerry J. P., Papkovsky D. B., Trends Food Sci. Technol., 2016, 50, 85—102 |
77 | O’Mahony F. C., O'Riordan T. C., Papkovskaia N., Kerry J. P., Papkovsky D. B., Food Control, 2006, 17, 286—292 |
[1] | 刘苏毓, 丁飞, 李茜, 樊春海, 冯景. 偶氮苯类DNA纳米机器[J]. 高等学校化学学报, 2022, 43(8): 20220122. |
[2] | 赵永梅, 穆叶舒, 洪琛, 罗稳, 田智勇. 双萘酰亚胺衍生物用于检测水溶液中的苦味酸[J]. 高等学校化学学报, 2022, 43(3): 20210765. |
[3] | 唐倩, 但飞君, 郭涛, 兰海闯. 喹啉酮-香豆素类Hg2+比色荧光探针的合成及应用[J]. 高等学校化学学报, 2022, 43(2): 20210660. |
[4] | 徐心昱, 张乐天, 曹晖, 马原, 刘柳卉, 宋国胜, 张晓兵. 脂质响应型探针用于动脉粥样硬化成像及治疗的研究进展[J]. 高等学校化学学报, 2022, 43(12): 20220383. |
[5] | 杨燕玲, 叶德举. 碳酸酐酶靶向探针的研究进展[J]. 高等学校化学学报, 2022, 43(12): 20220557. |
[6] | 姚善昆, 丁伟忠, 吴延平, 陈韵聪, 郭子建. 硫代部花菁类染料生物成像及诊疗的研究进展[J]. 高等学校化学学报, 2022, 43(12): 20220568. |
[7] | 王迪, 钟克利, 汤立军, 侯淑华, 吕春欣. 席夫碱共价有机框架的合成及对I ‒ 的识别[J]. 高等学校化学学报, 2022, 43(10): 20220115. |
[8] | 李安然, 赵冰, 阚伟, 宋天舒, 孔祥东, 卜凡强, 孙立, 殷广明, 王丽艳. 基于菲并咪唑的ON⁃OFF⁃ON双比色荧光探针及细胞成像[J]. 高等学校化学学报, 2021, 42(8): 2403. |
[9] | 黄珊, 姚建东, 宁淦, 肖琦, 刘义. 石墨烯量子点荧光探针对碱性磷酸酶活性的高效检测[J]. 高等学校化学学报, 2021, 42(8): 2412. |
[10] | 杨新杰, 赖艳琼, 李秋旸, 张艳丽, 王红斌, 庞鹏飞, 杨文荣. 基于环状DNA-银纳米簇荧光探针对微囊藻毒素-LR的传感检测[J]. 高等学校化学学报, 2021, 42(12): 3600. |
[11] | 谌委菊, 陈诗雅, 薛曹叶, 刘波, 郑晶. 缺氧响应荧光探针的成像及治疗应用[J]. 高等学校化学学报, 2021, 42(11): 3433. |
[12] | 王萌萌, 栾天骄, 杨铭焱, 吕佳佳, 高杰, 李洪玉, 卫钢, 袁泽利. 肿瘤乏氧靶向响应的罗丹明荧光探针及其成像介导手术治疗[J]. 高等学校化学学报, 2021, 42(10): 3071. |
[13] | 黄加玲,刘凤娇,王婷婷,刘翠娥,郑凤英,王振红,李顺兴. 氮硫共掺杂碳量子点对胃液pH值的精确检测[J]. 高等学校化学学报, 2020, 41(7): 1513. |
[14] | 吴倩, 程丹, 吕芸, 袁林, 张晓兵. 大斯托克斯位移远红光至近红外荧光探针用于检测肝损伤过程中过氧化亚硝酸盐的动态变化[J]. 高等学校化学学报, 2020, 41(11): 2426. |
[15] | 王金金, 戚少龙, 杜建时, 杨清彪, 宋岩, 李耀先. 苯并噻唑类荧光探针的合成及对N2H4·H2O和HS |
阅读次数 | ||||||
全文 |
|
|||||
摘要 |
|
|||||