Chemical tools for detecting Fe ions

Journal of Clinical Biochemistry and Nutrition

Volumn 60, Issue 1, 2017, Pages 39-48

  Hirayama, Tasuku ^a   Nagasawa, Hideko ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Chromogenic probe; Fluorescenct probe; Imaging; Iron

Indexed keywords

FERROZINE; FLUORESCENT DYE; IRON CHELATING AGENT; IRON ION; METAL COMPLEX; METAL ION; TURN ON FLUORESCENT PROBE; UNCLASSIFIED DRUG;

ATOMIC ABSORPTION; CHEMICAL ANALYSIS; CHEMICAL REACTION; COLORIMETRY; FLUOROMETRY; NONHUMAN; OXIDATION REDUCTION STATE; REVIEW;

EID: 85007583454     PISSN: 09120009     EISSN: None     Source Type: Journal    
DOI: 10.3164/jcbn.16-70     Document Type: Review

References (60)

1. Hentze MW, Muckenthaler MU, Galy B, Camaschella C. Two to tango: regulation of Mammalian iron metabolism. Cell 2010; 142: 24-38.
2. Theil EC, Goss DJ. Living with iron (and oxygen): questions and answers about iron homeostasis. Chem Rev 2009; 109: 4568-4579.
3. Ganz T. Systemic iron homeostasis. Physiol Rev 2013; 93: 1721-1741.
4. Dixon SJ, Stockwell BR. The role of iron and reactive oxygen species in cell death. Nat Chem Biol 2014; 10: 9-17.
5. Enami S, Sakamoto Y, Colussi AJ. Fenton chemistry at aqueous interfaces. Proc Natl Acad Sci USA 2014; 111: 623-628.
6. Halliwell B, Gutteridge JM. Biologically relevant metal ion-dependent hydroxyl radical generation. An update. FEBS Lett 1992; 307: 108-112.
7. Imlay JA, Chin SM, Linn S. Toxic DNA damage by hydrogen peroxide through the Fenton reaction in vivo and in vitro. Science 1988; 240: 640-642.
8. Torti SV, Torti FM. Iron and cancer: more ore to be mined. Nat Rev Cancer 2013; 13: 342-355.
9. Toyokuni S. Role of iron in carcinogenesis: cancer as a ferrotoxic disease. Cancer Sci 2009; 100: 9-16.
10. Li K, Reichmann H. Role of iron in neurodegenerative diseases. J Neural Trans (Venna) 2016; 123: 389-399.
11. Madsen E, Gitlin JD. Copper and iron disorders of the brain. Annu Rev Neurosci 2007; 30: 317-337.
12. Zecca L, Youdim MB, Riederer P, Connor JR, Crichton RR. Iron, brain ageing and neurodegenerative disorders. Nat Rev Neurosci 2004; 5: 863-873.
13. International Committee for Standardization in Haematology. The measurement of total and unsaturated iron-binding capacity in serum. Br J Haematol 1978; 38: 281-287.
14. Brandt WW, Smith GF. Polysubstituted 1,10-phenanthrolines and bipyridines as multiple range redox indicators. Anal Chem 1949; 21: 1313-1319.
15. Beutler E, Blume KG, Kaplan JC, Löhr GW, Ramot B, Valentine WN. International Committee for Standardization in Haematology: recommended methods for red-cell enzyme analysis. Br J Haematol 1977; 35: 331-340.
16. Iron Panel of the International Committee for Standardization in Haematology. Revised recommendations for the measurements of the serum iron in human blood. Br J Haematol 1990; 75: 615-616.
17. Blair D, Diehl H. Bathophenanthrolinedisulphonic acid and bathocuproinedisulphonic acid, water soluble reagents for iron and copper. Talanta 1961; 7: 163-174.
18. Stookey LL. Ferrozine-a new spectrophotometric reagent for iron. Anal Chem 1970; 42: 779-781.
19. Hennessy DJ, Reid GR, Smith FE, Thompson SL. Ferene-a new spectrophotometric reagent for iron. Can J Chem 1984; 62: 721-724.
20. van Assendelft OW, Doumas BT, Fairbanks VF, Gunter EW, Nealon DA. Determination of Serum Iron, Total Iron-Binding Capacity and Percent Transferrin Saturation; Approved Standard. Clinical and Laboratory Standards Institute, Wayne, PA, 1998, Vol. 18, pp. C61-A.
21. Ohno N, Sakai T. Spectrophotometric determination of iron in boiler and well waters by flow injection analysis using 2-nitroso-5-(N-propyl-Nsulphopropylamino) phenol. Analyst 1987; 112: 1127-1130.
22. Tôei K, Motomizu S, Korenaga T. Nitrosophenol and nitrosonaphthol derivatives as reagents for the spectrophotometric determination of iron and determination of micro-amounts in waters with 2-nitroso-5-dimethylaminophenol. Analyst 1975; 100: 629-636.
23. Ito S, Ikuta K, Kato D, et al. Non-transferrin-bound iron assay system utilizing a conventional automated analyzer. Clin Chim Acta 2014; 437: 129-135.
24. Lakowicz JR. Principles of Fluorescence Spectroscopy (3rd ed.). Springer, 2006.
25. Breuer W, Epsztejn S, Cabantchik ZI. Iron acquired from transferrin by K562 cells is delivered into a cytoplasmic pool of chelatable iron(II). J Biol Chem 1995; 270: 24209-24215.
26. Breuer W, Epsztejn S, Millgram P, Cabantchik IZ. Transport of iron and other transition metals into cells as revealed by a fluorescent probe. Am J Physiol 1995; 268 (6 Pt 1): C1354-C1361.
27. Ponka P, Borová J, Neuwirt J, Fuchs O, Necas E. A study of intracellular iron metabolism using pyridoxal isonicotinoyl hydrazone and other synthetic chelating agents. Biochim Biophys Acta 1979; 586: 278-297.
28. Thomas F, Serratrice G, Béguin C, et al. Calcein as a fluorescent probe for ferric iron. Application to iron nutrition in plant cells. J Biol Chem 1999; 274: 13375-13383.
29. Kakhlon O, Cabantchik ZI. The labile iron pool: characterization, measurement, and participation in cellular processes. Free Radical Biol Med 2002; 33: 1037-1046.
30. Petrat F, Rauen U, de Groot H. Determination of the chelatable iron pool of isolated rat hepatocytes by digital fluorescence microscopy using the fluorescent probe, phen green SK. Hepatology 1999; 29: 1171-1179.
31. Petrat F, Weisheit D, Lensen M, De Groot H, Sustmann R, Rauen U. Selective determination of mitochondrial chelatable iron in viable cells with a new fluorescent sensor. Biochem J 2002; 362 (Pt 1): 137-147.
32. Rauen U, Springer A, Weisheit D, et al. Assessment of chelatable mitochondrial iron by using mitochondrion-selective fluorescent iron indicators with different iron-binding affinities. Chembiochem 2007; 8: 341-352.
33. Weizman H, Ardon O, Mester B, et al. Fluorescently-labeled ferrichrome analogs as probes for receptor-mediated, microbial iron uptake. J Am Chem Soc 1996; 118: 12368-12375.
34. Lytton SD, Mester B, Libman J, Shanzer A, Cabantchik ZI. Monitoring of iron(III) removal from biological sources using a fluorescent siderophore. Anal Biochem 1992; 205: 326-333.
35. Hider RC, Liu ZD, Piyamongkol S. The design and properties of 3-hydroxypyridin-4-one iron chelators with high pFe3+ values. Transfus Sci 2000; 23: 201-209.
36. Ma Y, de Groot H, Liu Z, Hider RC, Petrat F. Chelation and determination of labile iron in primary hepatocytes by pyridinone fluorescent probes. Biochem J 2006; 395: 49-55.
37. Fakih S, Podinovskaia M, Kong X, Collins HL, Schaible U, Hider RC. Targeting the lysosome: fluorescent iron(III) chelators to selectively monitor endosomal/lysosomal labile iron pools. J Med Chem 2008; 51: 4539-4552.
38. Hua J, Wang Y-G. A highly selective and sensitive fluorescent chemosensor for Fe3+ in physiological aqueous solution. Chem Lett 2005; 34: 98-99.
39. Bricks JL, Kovalchuk A, Trieflinger C, et al. On the development of sensor molecules that display Fe(III)-amplified fluorescence. J Am Chem Soc 2005; 127: 13522-13529.
40. Zhu H, Fan J, Wang B, Peng X. Fluorescent, MRI, and colorimetric chemical sensors for the first-row d-block metal ions. Chem Soc Rev 2015; 44: 4337-4366.
41. Xiang Y, Tong A. A new rhodamine-based chemosensor exhibiting selective FeIII-amplified fluorescence. Org Lett 2006; 8: 1549-1552.
42. Zhang M, Gao Y, Li M, et al. A selective turn-on fluorescent sensor for FeIII and application to bioimaging. Tetrahedron Lett 2007; 48: 3709-3712.
43. Lee MH, Giap TV, Kim SH, Lee YH, Kang C, Kim JS. A novel strategy to selectively detect Fe(III) in aqueous media driven by hydrolysis of a rhodamine 6G Schiff base. Chem Commun (Camb) 2010; 46: 1407-1409.
44. Wang B, Hai J, Liu Z, Wang Q, Yang Z, Sun S. Selective detection of iron(III) by rhodamine-modified Fe3O4 nanoparticles. Angew Chem Int Ed Engl 2010; 49: 4576-4579.
45. Bordini J, Calandreli I, Silva GO, et al. A rhodamine-B-based turn-on fluorescent sensor for biological iron(III). Inorg Chem Commun 2013; 35: 255-259.
46. Wu K, Xiao H, Wang L, Yin G, Quan Y, Wang R. A rhodamine derivative as a highly sensitive chemosensor for iron(III). RSC Adv 2014; 4: 39984-39990.
47. Ji S, Meng X, Ye W, et al. A rhodamine-based "turn-on" fluorescent probe for Fe3+ in aqueous solution. Dalton Trans 2014; 43: 1583-1588.
48. Yan F, Zheng T, Shi D, et al. Rhodamine-aminopyridine based fluorescent sensors for Fe3+ in water: synthesis, quantum chemical interpretation and living cell application. Sensors Actuators B: Chem 2015; 215: 598-606.
49. Noël S, Guillon L, Schalk IJ, Mislin GL. Synthesis of fluorescent probes based on the pyochelin siderophore scaffold. Org Lett 2011; 13: 844-847.
50. Wang R, Yu F, Liu P, Chen L. A turn-on fluorescent probe based on hydroxylamine oxidation for detecting ferric ion selectively in living cells. Chem Commun (Camb) 2012; 48: 5310-5312.
51. Goel A, Umar S, Nag P, et al. A dual colorimetric-ratiometric fluorescent probe NAP-3 for selective detection and imaging of endogenous labile iron(III) pools in C. elegans. Chem Commun (Camb) 2015; 51: 5001-5004.
52. Carter KP, Young AM, Palmer AE. Fluorescent sensors for measuring metal ions in living systems. Chem Rev 2014; 114: 4564-4601.
53. Hirayama T, Okuda K, Nagasawa H. A highly selective turn-on fluorescent probe for iron(II) to visualize labile iron in living cells. Chem Sci 2013; 4: 1250-1256.
54. Mukaide T, Hattori Y, Misawa N, et al. Histological detection of catalytic ferrous iron with the selective turn-on fluorescent probe RhoNox-1 in a Fenton reaction-based rat renal carcinogenesis model. Free Radic Res 2014; 48: 990-995.
55. Imamura T, Hirayama T, Tsuruma K, Shimazawa M, Nagasawa H, Hara H. Hydroxyl radicals cause fluctuation in intracellular ferrous ion levels upon light exposure during photoreceptor cell death. Exp Eye Res 2014; 129: 24-30.
56. Niwa M, Hirayama T, Okuda K, Nagasawa H. A new class of high-contrast Fe(II) selective fluorescent probes based on spirocyclized scaffolds for visualization of intracellular labile iron delivered by transferrin. Org Biomol Chem 2014; 12: 6590-6597.
57. Au-Yeung HY, Chan J, Chantarojsiri T, Chang CJ. Molecular imaging of labile iron(II) pools in living cells with a turn-on fluorescent probe. J Am Chem Soc 2013; 135: 15165-15173.
58. Hou G-G, Wang C-H, Sun J-F, Yang M-Z, Lin D, Li H-J. Rhodamine-based "turn-on" fluorescent probe with high selectivity for Fe2+ imaging in living cells. Biochem Biophys Res Commun 2013; 439: 459-463.
59. Maiti S, Aydin Z, Zhang Y, Guo M. Reaction-based turn-on fluorescent probes with magnetic responses for Fe2+ detection in live cells. Dalton Trans 2015; 44: 8942-8949.
60. Li P, Fang L, Zhou H, et al. A new ratiometric fluorescent probe for detection of Fe2+ with high sensitivity and its intracellular imaging applications. Chem Eur J 2011; 17: 10520-10523.