• 综述 •
周宇航, 丁莎, 夏勇, 刘跃军. 荧光探针在半胱氨酸检测的应用[J]. 化学进展, 2022, 34(8): 1831-1862.
Yuhang Zhou, Sha Ding, Yong Xia, Yuejun Liu. Fluorescent Probes for Cysteine Detection[J]. Progress in Chemistry, 2022, 34(8): 1831-1862.
半胱氨酸(Cys)是三种生物硫醇之一,是20种天然氨基酸中唯一一种含还原性巯基的天然氨基酸,是组成细胞内多肽和蛋白质的基本氨基酸之一。其参与体内细胞的氧化还原调控,调节体内氧化还原平衡,维持机体正常代谢,在生理过程中发挥着至关重要的作用。然而体内的Cys浓度水平异常会引起一系列生理疾病,体内的Cys浓度作为几种疾病的生物标志物具有临床意义。因此有效地识别和检测半胱氨酸受到越来越多的研究者们的青睐。相较传统检测方法,荧光探针因其操作简单、灵敏度高、响应迅速和实时检测等优点,已被广泛用于检测生物硫醇。本文基于常见荧光团的结构性能特征,综述了近三年来检测Cys的荧光探针,重点概述了其传感机制,并对其生物应用进行了简要说明,展望了未来Cys探针的研究方向与应用前景。
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Probe | Fluorophore | λex/λex | LOD | Time | Solvent | Application | ref |
---|---|---|---|---|---|---|---|
1 | Coumarin | 381/461 nm | 6 nM | 15 min | DMSO/PBS(V∶V=1∶9) | A357 cells | |
2 | Coumarin | 454/505 nm | 0.24 μM | 10 min | HEPES/DMSO(V∶V=6∶4) | BHK-21 cells | |
3 | Coumarin | 430/495 nm | 49 nM | 3 min | PBS | Liver tissues | |
4 | Coumarin | 326/466 nm | 2 μM | - | EtOH/H2O (V∶V=9∶1) | Living cells | |
5 | Coumarin | 322/511 nm | 88.2 nM | 18 min | PBS | Living cells | |
6 | Coumarin | 510/560 nm | 0.28 μM | 30 min | EtOH/PBS (V∶V=1∶1) | HeLa cells | |
7 | Coumarin | 360/470 nm | - | 60 min | DMSO/PBS (V∶V=1∶199) | HeLa cells | |
8 | Coumarin | 460/536 nm | 0.3 μM | - | EtOH/PBS(V∶V=1∶1) | - | |
9 | Rhodamine | 410/462 nm | 0.12 μM | 10 min | EtOH/PBS (V∶V=1∶2) | Caov 3 cells | |
10 | Rhodamine | 549/584 nm | 20 μM | 1.5 min | DMSO/PBS(V∶V=1∶1) | BSA/water | |
11 | Rhodamine | 440/467 nm | 1.5 μM | 20 min | EtOH/PBS (V∶V=3∶7) | HeLa cells | |
12 | Rhodamine | 395/590 nm | 0.47 μM | 30 min | DMSO/PBS (V∶V=1∶9) | Liver tissues | |
13 | Rhodamine | 365/579 nm | 0.282 μM | - | - | Human serum | |
14 | Rhodamine | 530/574 nm | 0.01 μM | - | aqueous | - | |
15 | Benzothiazole | 423/686 nm | 0.20 μM | 14 min | HEPES/ methanol / acetonitrile (V∶V∶V=1∶1∶1∶1) | HeLa cells | |
16 | Benzothiazole | 370/478 nm | 0.478 μM | 2 min | DMSO/PBS (V∶V=1∶1) | HeLa cells | |
17 | Benzothiazole | 365/710 nm | 0.40 μM | 120 min | DMSO/PBS (V∶V=1∶1) | HeLa cells | |
18 | Benzothiazole | 405/595 nm | 74 nM | 3 min | DMSO/PBS (V∶V=1∶1) | Mitochondria | |
19 | Benzothiazole | 430/740 nm | 0.062 μM | 15 min | ACN/ H2O (V∶V=99∶1) | A549 cells | |
20 | Benzothiazole | 411/713 nm | 116 nM | 15 min | CH3CN/PBS (V∶V=1∶1) | HeLa cells | |
21 | Benzothiazole | 365/607 nm | 0.12 μM | 80 min | DMSO/Tris-HCl(V∶V=99∶1)(V∶V=1∶99) | MCF-7 cells | |
22 | Benzothiazole | 340/455 nm | 37 nM | 30 min | DMSO/PBS (V∶V=1∶9) | HeLa cells | |
23 | benzothiazole | - | 20 s | ACN/ H2O (V∶V=1∶1) | - | ||
24 | Fluorescein | 538/567 nm | 39.2 nM | 14 min | PBS | HepG2 cells | |
25 | Fluorescein | 480/520 nm | - | - | MeCN/PBS | A549 cells | |
26 | Fluorescein | 460/515 nm | 182 nM | 30 min | CH3CN/PBS (V∶V=6∶4) | A549 cells | |
27 | Fluorescein | 337/520 nm | 6.5 μM | 27 min | DMSO/PBS (V∶V=1∶3) | - | |
28 | Fluorescein | 491/519 nm | 0.021 μM | - | DMSO/PBS (V∶V=5∶95) | HeLa cells | |
29 | Fluorescein | 450/532 nm | 3.0 nM | 5 min | EtOH/PBS(V∶V=9∶1) | L929 cells | |
30 | Fluorescein | - | 0.6 μM | - | PBS | Human Serum | |
31 | Naphthalimide | 620/665 nm | 0.093 μM | 20 min | PBS | HeLa cells | |
32 | Naphthalimide | 365/413 nm | 0.31 nM | 80 min | EtOH/PBS(V∶V=9∶1) | THLE2 cells | |
33 | Naphthalimide | 450/550 nm | 0.31 nM | 5 min | PBS | Zebrafish | |
34 | Naphthalimide | 402/559 nm | 0.87 μM | 55 min | DMF/ H2O (V∶V=7∶3) | Livig cells | |
35 | Naphthalimide | 405/571nm | 16.7 nM | 40 min | PBS | MCF-7 cells | |
36 | Naphthalimide | 488/590 nm | 9.87 nM | 4 min | CTAB/PBS (V∶V=1∶9) | MCF-7 cells | |
37 | Naphthalimide | 450/550 nm | 0.065 μM | 2 h | CTAB/PBS (V∶V=1∶9) | MCF-7 cells | |
38 | BODIPY | 365/524 nm | 52 nM | 10 min | ACN/PBS (V∶V=2∶3) | HeLa cells | |
39 | BODIPY | 465/567 nm | 51 nM | - | CH3CN/PBS (V∶V=1∶1) | HeLa cells | |
40 | BODIPY | 700/730 nm | 5.23 μM | 3 min | THF/PBS (V∶V=1∶1) | - | |
41 | BODIPY | 550/617 nm | 72 nM | 2 min | ACN/PBS V∶V=2∶3) | HeLa cells | |
42 | BODIPY | 580/685nm | 118 nM | 90 min | CH3CN/PBS (V∶V=1∶1) | HeLa cells | |
43 | BODIPY | 365/407 nm | 4.1 nM | 2 min | DMSO/PBS (V∶V=1∶9) | HepG2 cells | |
44 | BODIPY | 370/521 nm | 33 nM | - | DMSO/PBS (V∶V=1∶1) | HepG2 cells | |
45 | BODIPY | 480/512 nm | - | 60 min | EtOH/PBS (V∶V=1∶2) | HeLa cells | |
46 | BODIPY | 670/710 nm | 2.29 μM | - | ACN/PBS (V∶V=1∶4) | HepG2 cells | |
47 | Cyanine | 660/750 nm | 0.39 μM | 90 min | DMSO/PBS (V∶V=1∶1) | HeLa cells | |
48 | Cyanine | 561/604 nm | 13.4 μM | 30 min | DMSO/PBS (V∶V=1∶9) | Mitochondria | |
49 | Cyanine | 535/635 nm | 0.09 μM | 30 min | HEPES | Lung cancer | |
50 | Cyanine | 650/743 nm | 0.17 μM | 60 min | HEPES | HeLa cells | |
51 | Cyanine | 650/776 nm | 0.47 μM | 25 min | DMSO/PBS (V∶V=1∶4) | MCF-7 cells | |
52 | Cyanine | 470/550 nm | 94 nM | 60 min | MeCN/PBS (V∶V=1∶9) | MCF-7 cells U87 cells | |
53 | Cyanine | 565/635 nm | 228 nM | - | DMSO/PBS (V∶V=3∶7) | HeLa cells | |
54 | Cyanine | 680/780 nm | 7.7 μM | 15 min | DMSO/PBS (V∶V=1∶1) | HeLa cells | |
55 | NBD | 478/550 nm | 0.12 μM | - | DMSO/H2O (V∶V=1∶9) | GBM cells | |
56 | NBD | 365/470 nm | 22.6 nM | 30 min | DMF/PBS (V∶V=2∶3) | HeLa cells | |
57 | NBD | 488/555 nm | 0.44 μM | 210 s | DMSO/PBS (V∶V=1∶9) | HeLa cells | |
58 | NBD | 470/565 nm | 0.008 μM | 25 min | DMSO/PBS (V∶V=1∶4) | HeLa cells | |
59 | NBD | 470/547 nm | 0.015 μM | 10 min | DMF/PBS (V∶V=1∶9) | HeLa cells | |
60 | Isophorone | 365/680 nm | 36.93 nM | 6 min | EtOH/PBS (V∶V=1∶1) | HeLa cells | |
61 | Isoflurone | 450/660 nm | 79 nM | - | DMSO/PBS (V∶V=3∶7) | HepG2 cells | |
62 | Isophorone | 505/666 nm | 86.9 nM | - | DMSO/PBS (V∶V=1∶4) | HeLa cells | |
63 | Chalcone | 400/504 nm | 80 nM | - | DMSO/PBS (V∶V=1∶1) | HeLa cells | |
64 | Schiff base | 445/526 nm | 36.4 nM | - | EtOH/PBS (V∶V=3∶7) | Zebrafish | |
65 | Imidazo [1,5-a]pyridine | 340/475 nm | 0.07 μM | 10 min | DMSO/PBS (V∶V=1∶9) | HeLa cells | |
66 | Flavonoid | 365/530 nm | 42.3 nM | 15 min | DMSO/H2O (V∶V=1∶4) | HeLa cells | |
67 | Naphthalene | 380/524 nm | 11 nM | 10 min | DMSO/PBS (V∶V=1∶99) | HeLa cells | |
68 | CQDs | - | 242 nM | - | Aqueous | River water | |
69 | CQDs | 368/530 nm | 0.96 nM | 2.5 min | Aqueous | Drug/Water | |
70 | GQDs | 420/480 nm | 140 nM | - | Aqueous | - | |
71 | GQDs | - | - | - | Aqueous | Blood | |
72 | GQDs | - | 1.69 nM | - | PBS | Blood | |
73 | GQDs | - | 0.234 nM | - | PBS | Blood | |
74 | AuNCs | 430/600 nm | 0.42 μM | 10 min | Aqueous | Serum | |
75 | AuNCs | 495/660 nm | 30.4 nM | - | PBS | Liver | |
76 | AuNCs/AuNPs | - | 1.4 μM | 6 min | Tris-HCl buffer solution | Serum | |
77 | AuNPs | 88 nM | 13 min | Aqueous | Drug | ||
78 | AuNPs | - | 1 μM | - | Aqueous | - | |
79 | AuNPs | - | 5.88 μM | 2 min | PBS | - | |
80 | N,S-CDs | 450/513 nm | 23 nM | - | Aqueous | HCT 116 cells | |
81 | AgNPs/CDs | 365/425 nm | 68.5 nM | - | BR buffer | - | |
82 | CDs | 410/530 nm | 0.34 μM | - | Aqueous | HCT 116 cells | |
83 | N-CDs | 365/450 nm | 0.21 μM | - | PBS | Serum | |
84 | CDs | 360/460 nm | 0.047 μM | - | Acetate buffer | - | |
85 | CDs | 450/556 nm | - | - | Pure water | Lysosome | |
86 | GFP | 493/620 nm | 18.7 μM | 30 min | EtOH/PBS (V∶V=1∶1) | Bel-7402 cells | |
87 | GFP | 470/534 nm | 4.98 nM | 27 min | EtOH/PBS (V∶V=1∶1) | Bel-7402 cells |
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