OregonFluor enables quantitative intracellular paired agent imaging to assess drug target availability in live cells and tissues.
| Title: | OregonFluor enables quantitative intracellular paired agent imaging to assess drug target availability in live cells and tissues. |
|---|---|
| Authors: | Wang LG; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA.; Montaño AR; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA.; Combs JR; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA.; McMahon NP; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA.; Solanki A; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA.; Gomes MM; Cancer Early Detection Advanced Research Center (CEDAR), Oregon Health & Science University, Portland, OR, USA.; Knight Cancer Institute, Oregon Health & Science University, Portland, OR, USA.; Tao K; Cancer Early Detection Advanced Research Center (CEDAR), Oregon Health & Science University, Portland, OR, USA.; Knight Cancer Institute, Oregon Health & Science University, Portland, OR, USA.; Bisson WH; Knight Cancer Institute, Oregon Health & Science University, Portland, OR, USA.; Szafran DA; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA.; Samkoe KS; Thayer School of Engineering, Dartmouth College, Hanover, NH, USA.; Department of Surgery, Dartmouth Health, Lebanon, NH, USA.; Tichauer KM; Department of Biomedical Engineering, Illinois Institute of Technology, Chicago, IL, USA.; Gibbs SL; Biomedical Engineering Department, Oregon Health & Science University, Portland, OR, USA. gibbss@ohsu.edu.; Knight Cancer Institute, Oregon Health & Science University, Portland, OR, USA. gibbss@ohsu.edu. |
| Source: | Nature chemistry [Nat Chem] 2023 May; Vol. 15 (5), pp. 729-739. Date of Electronic Publication: 2023 Mar 30. |
| Publication Type: | Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't |
| Language: | English |
| Journal Info: | Publisher: Nature Pub. Group Country of Publication: England NLM ID: 101499734 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1755-4349 (Electronic) Linking ISSN: 17554330 NLM ISO Abbreviation: Nat Chem Subsets: MEDLINE |
| Imprint Name(s): | Original Publication: London : Nature Pub. Group |
| MeSH Terms: | Fluorescent Dyes*/chemistry ; Water*; Rhodamines/chemistry |
| Abstract: | Non-destructive fluorophore diffusion across cell membranes to provide an unbiased fluorescence intensity readout is critical for quantitative imaging applications in live cells and tissues. Commercially available small-molecule fluorophores have been engineered for biological compatibility, imparting high water solubility by modifying rhodamine and cyanine dye scaffolds with multiple sulfonate groups. The resulting net negative charge, however, often renders these fluorophores cell-membrane-impermeant. Here we report the design and development of our biologically compatible, water-soluble and cell-membrane-permeable fluorophores, termed OregonFluor (ORFluor). By adapting previously established ratiometric imaging methodology using bio-affinity agents, it is now possible to use small-molecule ORFluor-labelled therapeutic inhibitors to quantitatively visualize their intracellular distribution and protein target-specific binding, providing a chemical toolkit for quantifying drug target availability in live cells and tissues.; (© 2023. The Author(s), under exclusive licence to Springer Nature Limited.) |
| Comments: | Erratum in: Nat Chem. 2023 May;15(5):740. doi: 10.1038/s41557-023-01213-1.. (PMID: 37117771) |
| References: | Nat Methods. 2008 Nov;5(11):943-5. (PMID: 18794861); Elife. 2019 Nov 01;8:. (PMID: 31674905); Nat Chem Biol. 2021 May;17(5):509-518. (PMID: 33558715); Nat Chem. 2020 Dec;12(12):1123-1130. (PMID: 33077925); J Biomed Opt. 2010 May-Jun;15(3):030513. (PMID: 20614996); Chem Soc Rev. 2009 Oct;38(10):2887-921. (PMID: 19771335); Proc Natl Acad Sci U S A. 2015 Jun 30;112(26):7996-8001. (PMID: 26080442); Clin Cancer Res. 2007 Jun 15;13(12):3731-7. (PMID: 17575239); Nat Biotechnol. 2013 Feb;31(2):148-53. (PMID: 23292608); Angew Chem Int Ed Engl. 2011 Jul 4;50(28):6258-63. (PMID: 21656624); J Cell Sci. 2017 Dec 15;130(24):4087-4096. (PMID: 29180516); Mol Imaging Biol. 2021 Oct;23(5):650-664. (PMID: 33751366); Annu Rev Biochem. 2018 Jun 20;87:965-989. (PMID: 29272143); Mol Imaging Biol. 2021 Dec;23(Suppl 2):1739-2027. (PMID: 34982366); Nat Med. 2015 Feb;21(2):192-7. (PMID: 25559343); Chem Commun (Camb). 2015 Mar 7;51(19):3989-92. (PMID: 25664357); Nat Chem. 2013 Feb;5(2):132-9. (PMID: 23344448); Chem Soc Rev. 2009 Aug;38(8):2410-33. (PMID: 19623358); Cancer Res. 1957 Oct;17(9):845-50. (PMID: 13472674); Nat Chem. 2020 Feb;12(2):165-172. (PMID: 31792385); Bioconjug Chem. 2019 Jun 19;30(6):1642-1648. (PMID: 31180651); Biophys J. 2009 Mar 18;96(6):2405-14. (PMID: 19289065); Bioconjug Chem. 2018 Oct 17;29(10):3394-3401. (PMID: 30183256); Nat Med. 2018 Dec;24(12):1919-1929. (PMID: 30397356); Biology (Basel). 2014 Oct 17;3(4):645-69. (PMID: 25329374); Nat Methods. 2015 Mar;12(3):244-50, 3 p following 250. (PMID: 25599551); Bioconjug Chem. 2015 Aug 19;26(8):1513-8. (PMID: 26017814); Annu Rev Biochem. 2017 Jun 20;86:825-843. (PMID: 28399656); Neoplasia. 2009 Mar;11(3):220-7. (PMID: 19242603); Cancer Treat Rev. 2014 Sep;40(8):917-26. (PMID: 25027951); Chem Soc Rev. 2015 Jul 21;44(14):4743-68. (PMID: 25620543); Nat Methods. 2017 Oct;14(10):987-994. (PMID: 28869757); Trends Biochem Sci. 2017 Feb;42(2):111-129. (PMID: 27814948); Clin Pharmacol Ther. 2012 Oct;92(4):414-7. (PMID: 22992668); ACS Omega. 2017 Jan 31;2(1):154-163. (PMID: 28180189); Nat Methods. 2011 Nov 06;8(12):1027-36. (PMID: 22056676); Cancer Chemother Pharmacol. 2012 Mar;69(3):605-12. (PMID: 21938545); Chemistry. 2008;14(6):1784-92. (PMID: 18058955); J Biol Chem. 2002 Nov 29;277(48):46265-72. (PMID: 12196540); Sci Transl Med. 2020 May 6;12(542):. (PMID: 32376766); Chemistry. 2012 Oct 8;18(41):12986-98. (PMID: 22968960); Theranostics. 2017 Oct 17;7(19):4722-4734. (PMID: 29187899); Angew Chem Int Ed Engl. 2009;48(37):6903-8. (PMID: 19670280); Nat Methods. 2016 Jul;13(7):557-62. (PMID: 27240257); Chem Commun (Camb). 2014 May 4;50(34):4504-7. (PMID: 24663433); J Am Chem Soc. 2017 Dec 6;139(48):17397-17404. (PMID: 29119782); Mol Syst Biol. 2005;1:2005.0010. (PMID: 16729045); Bioconjug Chem. 2019 Jan 16;30(1):210-217. (PMID: 30562008); Trends Pharmacol Sci. 2015 Jul;36(7):422-39. (PMID: 25975227); Clin Cancer Res. 2006 Sep 15;12(18):5268-72. (PMID: 17000658); Nat Rev Cancer. 2005 Oct;5(10):796-806. (PMID: 16195751); Biotechniques. 2006 Aug;41(2):167-70, 172, 174-5. (PMID: 16925018); Nat Methods. 2016 Dec;13(12):985-988. (PMID: 27776112); Biochem J. 2012 Dec 15;448(3):417-23. (PMID: 23101586); Angew Chem Int Ed Engl. 2020 Apr 6;59(15):6015-6020. (PMID: 31984590); Nat Commun. 2019 Jan 17;10(1):279. (PMID: 30655515); Biochemistry. 2006 Aug 15;45(32):9639-47. (PMID: 16893165); Nature. 1981 Apr 9;290(5806):527-8. (PMID: 7219539); Nat Commun. 2019 Jul 16;10(1):3118. (PMID: 31311922); Cancer Chemother Pharmacol. 2018 Apr;81(4):763-771. (PMID: 29453635); Chemistry. 2014 Jan 3;20(1):146-57. (PMID: 24338798); Nat Med. 2014 Nov;20(11):1348-53. (PMID: 25344739) |
| Grant Information: | R21 CA257942 United States CA NCI NIH HHS |
| Substance Nomenclature: | 0 (Fluorescent Dyes); 0 (Rhodamines); 059QF0KO0R (Water) |
| Entry Date(s): | Date Created: 20230330 Date Completed: 20230508 Latest Revision: 20240328 |
| Update Code: | 20260130 |
| PubMed Central ID: | PMC10965356 |
| DOI: | 10.1038/s41557-023-01173-6 |
| PMID: | 36997700 |
| Database: | MEDLINE |
Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't