Acta Laser Biology Sinica, Volume. 31, Issue 3, 193(2022)

Research Progress on Small Molecule Fluorescent Probes for the Visual Detection of Formaldehyde in Organisms

ZHAO Yu1,2 and ZHANG Tao1,2、*
Author Affiliations
  • 1[in Chinese]
  • 2[in Chinese]
  • show less
    References(33)

    [1] [1] GARAYCOECHEA J I, CROSSAN G P, LANGEVIN F, et al. Genotoxic consequences of endogenous aldehydes on mouse haematopoietic stem cell function[J]. Nature, 2012, 489(7417): 571-575.

    [2] [2] PONTEL L B, ROSADO I V, BURGOS-BARRAGAN G, et al. Endogenous formaldehyde is a hematopoietic stem cell genotoxin and metabolic carcinogen[J]. Molecular Cell, 2015, 60(1): 177-188.

    [3] [3] TAN S L W, CHADHA S, LIU Y, et al. A class of environmental and endogenous toxins induces BRCA2 haploinsufficiency and genome instability [J]. Cell, 2017, 169(6): 1105-1118.

    [4] [4] TANG Y, KONG X, XU A, et al. Development of a two-photon fluorescent probe for imaging of endogenous formaldehyde in living tissues[J]. Angewandte Chemie International Edition, 2016, 55(10): 3356-3359.

    [5] [5] TONG Z, HAN C, QIANG M, et al. Age-related formaldehyde interferes with DNA methyltransferase function, causing memory loss in Alzheimer’s disease[J]. Neurobiology of Aging, 2015, 36(1): 100-110.

    [6] [6] TONG Z, HAN C, LUO W, et al. Aging-associated excess formaldehyde leads to spatial memory deficits[J]. Scientific Reports, 2013, 3(1): 1-9.

    [7] [7] MEI Y, JIANG C, WAN Y, et al. Aging-associated formaldehyde-induced norepinephrine deficiency contributes to age-related memory decline[J]. Aging Cell, 2015, 14(4): 659-668.

    [8] [8] TULPULE K, DRINGEN R. Formaldehyde in brain: an overlooked player in neurodegeneration[J]. Journal of Neurochemistry, 2013, 127(1): 7-21.

    [9] [9] ROSADO I V, LANGEVIN F, CROSSAN G P, et al. Formaldehyde catabolism is essential in cells deficient for the Fanconi anemia DNA-repair pathway[J]. Nature Structural & Molecular Biology, 2011, 18(12): 1432-1434.

    [10] [10] WU F, ZHANG Y, HUANG L, et al. A fluorescence-enhanced probe for rapid detection of formaldehyde and its application for cell imaging[J]. Analytical Methods, 2017, 9(37): 5472-5477.

    [11] [11] BURGOS-BARRAGAN G, WIT N, MEISER J, et al. Mammals divert endogenous genotoxic formaldehyde into one-carbon metabolism[J]. Nature, 2017, 548(7669): 549-554.

    [12] [12] TSUKADA Y, FANG J, ERDJUMENT-BROMAGE H, et al. Histone demethylation by a family of JmjC domain-containing proteins[J]. Nature, 2006, 439(7078): 811-816.

    [13] [13] ZHU R, ZHANG G, JING M, et al. Genetically encoded formaldehyde sensors inspired by a protein intra-helical crosslinking reaction[J]. Nature Communications, 2021, 12(1): 1-13.

    [14] [14] PIETZKE M, BURGOS-BARRAGAN G, WIT N, et al. Amino acid dependent formaldehyde metabolism in mammals[J]. Communications Chemistry, 2020, 3(1): 1-10.

    [15] [15] THOMPSON C M, CEDER R, GRAFSTROM R C. Formaldehyde dehydrogenase: beyond phase I metabolism[J]. Toxicology Letters, 2010, 193(1): 1-3.

    [16] [16] TANG Y, ZHAO Y, LIN W. Preparation of robust fluorescent probes for tracking endogenous formaldehyde in living cells and mouse tissue slices[J]. Nature Protocols, 2020, 15(10): 3499-3526.

    [17] [17] AI L, TAN T, TANG Y, et al. Endogenous formaldehyde is a memory-related molecule in mice and humans[J]. Communications Biology, 2019, 2(1): 1-12.

    [18] [18] BI A, LIU M, HUANG S, et al. Construction and theoretical insights into the ESIPT fluorescent probe for imaging formaldehyde in vitro and in vivo[J]. Chemical Communications, 2021, 57(28): 3496-3499.

    [19] [19] SONG H, RAJENDIRAN S, KIM N, et al. A tailor designed fluorescent ‘turn-on’ sensor of formaldehyde based on the BODIPY motif[J]. Tetrahedron Letters, 2012, 53(37): 4913-4916.

    [20] [20] DING N, LI Z, HAO Y, et al. A new amine moiety-based near-infrared fluorescence probe for detection of formaldehyde in real food samples and mice[J]. Food Chemistry, 2022, 384: 132426-132426.

    [21] [21] CHEN W, HAN J, WANG X, et al. Aggregation-induced emission-based fluorescence probe for fast and sensitive imaging of formaldehyde in living cells[J]. ACS Omega, 2018, 3(10): 14417-14422.

    [22] [22] DING H, YUAN G, PENG L, et al. TP-FRET-based fluorescent sensor for ratiometric detection of formaldehyde in real food samples, living cells, tissues, and zebrafish[J]. Journal of Agricultural and Food Chemistry, 2020, 68(11): 3670-3677.

    [23] [23] CHEN H W, LI H, SONG Q H. BODIPY-substituted hydrazine as a fluorescent probe for rapid and sensitive detection of formaldehyde in aqueous solutions and in live cells[J]. ACS Omega, 2018, 3(12): 18189-18195.

    [24] [24] LIU C, JIAO X, HE S, et al. A reaction-based fluorescent probe for the selective detection of formaldehyde and methylglyoxal via distinct emission patterns[J]. Dyes and Pigments, 2017, 138: 23-29.

    [25] [25] CAI S, LIU C, JIAO X, et al. A rational design of fluorescent probes for specific detection and imaging of endogenous formaldehyde in living cells[J]. Tetrahedron, 2020, 76(45): 131617-131617.

    [26] [26] LUCERO M Y, EAST A K, REINHARDT C J, et al. Development of NIR-II photoacoustic probes tailored for deep-tissue sensing of nitric oxide[J]. Journal of the American Chemical Society, 2021, 143(18): 7196-7202.

    [27] [27] CHEN Y. Recent developments of fluorescent probes for detection and bioimaging of nitric oxide[J]. Nitric Oxide, 2020, 98: 1-19.

    [28] [28] MAO Z, JIANG H, LI Z, et al. An N-nitrosation reactivity-based two-photon fluorescent probe for the specific in situ detection of nitric oxide[J]. Chemical Science, 2017, 8(6): 4533-4538.

    [29] [29] MANNA S K, ACHAR T K, MONDAL S. Recent advances in selective formaldehyde detection in biological and environmental samples by fluorometric and colorimetric chemodosimeters[J]. Analytical Methods, 2021, 13(9): 1084-1105.

    [30] [30] ROTH A, LI H, ANORMA C, et al. A reaction-based fluorescent probe for imaging of formaldehyde in living cells[J]. Journal of the American Chemical Society, 2015, 137(34): 10890-10893.

    [31] [31] BRUEMMER K J, WALVOORD R R, BREWER T F, et al. Development of a general Aza-Cope reaction trigger applied to fluorescence imaging of formaldehyde in living cells[J]. Journal of the American Chemical Society, 2017, 139(15): 5338-5350.

    [32] [32] QUAN T, LIANG Z, PANG H, et al. A ratiometric ESIPT probe based on 2-Aza-Cope rearrangement for rapid and selective detection of formaldehyde in living cells[J]. Analyst, 2022, 147(2): 252-261.

    [33] [33] LIU Y, TENG L, XU C, et al. An integration strategy to develop dual-state luminophores with tunable spectra, large stokes shift, and activatable fluorescence for high-contrast imaging[J]. CCS Chemistry, 2021: 2156-2167.

    Tools

    Get Citation

    Copy Citation Text

    ZHAO Yu, ZHANG Tao. Research Progress on Small Molecule Fluorescent Probes for the Visual Detection of Formaldehyde in Organisms[J]. Acta Laser Biology Sinica, 2022, 31(3): 193

    Download Citation

    EndNote(RIS)BibTexPlain Text
    Save article for my favorites
    Paper Information

    Category:

    Received: Mar. 24, 2022

    Accepted: --

    Published Online: Jul. 25, 2022

    The Author Email: Tao ZHANG (zt@scnu.edu.cn)

    DOI:10.3969/j.issn.1007-7146.2022.03.001

    Topics