Optical Imaging of Mammary and Prostate Tumors in Living Animals using a Synthetic Near Infrared Zinc(II)-Dipicolylamine Probe for Anionic Cell SurfacesClick to copy article linkArticle link copied!
- Bryan A. Smith
- Walter J. Akers
- W. Matthew Leevy
- Andrew J. Lampkins
- Shuzhang Xiao
- William Wolter
- Mark A. Suckow
- Samuel Achilefu
- Bradley D. Smith
Abstract
In vivo optical imaging shows that a fluorescent imaging probe, comprised of a near-infrared fluorophore attached to an affinity group containing two zinc(II)-dipicolylamine (Zn-DPA) units, targets prostate and mammary tumors in two different xenograft animal models. The tumor selectivity is absent with control fluorophores whose structures do not have appended Zn-DPA targeting ligands. Ex vivo biodistribution and histological analyses indicate that the probe is targeting the necrotic regions of the tumors, which is consistent with in vitro microscopy showing selective targeting of the anionic membrane surfaces of dead and dying cells.
Cited By
This article is cited by 157 publications.
- Lei Guo, Meek Yang, Bin Dong, Seth Lewman, Alex Van Horn, Shang Jia. Engineering Central Substitutions in Heptamethine Dyes for Improved Fluorophore Performance. JACS Au 2024, 4
(8)
, 3007-3017. https://doi.org/10.1021/jacsau.4c00343
- Rui-Mo Zhao, Yue Hu, Ping Chen, Meng-Wei Hei, Xiao-Qi Yu, Ji Zhang. Zn-Dipicolylamine-Based ROS-Responsive Bola-Lipid Nanoparticles for Efficient Protein Delivery and Tumor Immunotherapy. ACS Applied Nano Materials 2023, 6
(23)
, 21945-21956. https://doi.org/10.1021/acsanm.3c04192
- Chen-Fu Lo, Tai-Yu Chiu, Yu-Tzu Liu, Pei-Yun Pan, Kuan-Liang Liu, Chia-Yu Hsu, Ming-Yu Fang, Yu-Chen Huang, Teng-Kuang Yeh, Tsu-An Hsu, Chiung-Tong Chen, Li-Rung Huang, Lun Kelvin Tsou. Targeting the Phosphatidylserine-Immune Checkpoint with a Small-Molecule Maytansinoid Conjugate. Journal of Medicinal Chemistry 2022, 65
(19)
, 12802-12824. https://doi.org/10.1021/acs.jmedchem.2c00631
- Akbar Hasanzadeh, Fatemeh Radmanesh, Elaheh Sadat Hosseini, Iman Hashemzadeh, Jafar Kiani, Helena Nourizadeh, Marzieh Naseri, Yousef Fatahi, Fateme Chegini, Zahra Madjd, Ali Beyzavi, Piotr S. Kowalski, Mahdi Karimi. Highly Photoluminescent Nitrogen- and Zinc-Doped Carbon Dots for Efficient Delivery of CRISPR/Cas9 and mRNA. Bioconjugate Chemistry 2021, 32
(8)
, 1875-1887. https://doi.org/10.1021/acs.bioconjchem.1c00309
- Dongjian Zhang, Qiaomei Jin, Cuihua Jiang, Meng Gao, Yicheng Ni, Jian Zhang. Imaging Cell Death: Focus on Early Evaluation of Tumor Response to Therapy. Bioconjugate Chemistry 2020, 31
(4)
, 1025-1051. https://doi.org/10.1021/acs.bioconjchem.0c00119
- Yu-Wei Liu, Yun-Yu Chen, Chia-Yu Hsu, Tai-Yu Chiu, Kuan-Liang Liu, Chen-Fu Lo, Ming-Yu Fang, Yu-Cheng Huang, Teng-Kuang Yeh, Koon Y. Pak, Brian D. Gray, Tsu-An Hsu, Kuan-Hsun Huang, Chuan Shih, Kak-Shan Shia, Chiung-Tong Chen, Lun K. Tsou. Linker Optimization and Therapeutic Evaluation of Phosphatidylserine-Targeting Zinc Dipicolylamine-based Drug Conjugates. Journal of Medicinal Chemistry 2019, 62
(13)
, 6047-6062. https://doi.org/10.1021/acs.jmedchem.9b00173
- Lenka Štacková, Peter Štacko, Petr Klán. Approach to a Substituted Heptamethine Cyanine Chain by the Ring Opening of Zincke Salts. Journal of the American Chemical Society 2019, 141
(17)
, 7155-7162. https://doi.org/10.1021/jacs.9b02537
- Behnoosh Tajik-Ahmadabad, Lucas Chollet, Jacinta White, Frances Separovic, Anastasios Polyzos. Metallo-Cubosomes: Zinc-Functionalized Cubic Nanoparticles for Therapeutic Nucleotide Delivery. Molecular Pharmaceutics 2019, 16
(3)
, 978-986. https://doi.org/10.1021/acs.molpharmaceut.8b00890
- Xuan Nie, Ze Zhang, Chang-Hui Wang, Yun-Shan Fan, Qing-Yong Meng, Ye-Zi You. Interactions in DNA Condensation: An Important Factor for Improving the Efficacy of Gene Transfection. Bioconjugate Chemistry 2019, 30
(2)
, 284-292. https://doi.org/10.1021/acs.bioconjchem.8b00805
- Shuai Liu, Jixiang Yang, Huiting Jia, Hao Zhou, Jiatong Chen, Tianying Guo. Virus Spike and Membrane-Lytic Mimicking Nanoparticles for High Cell Binding and Superior Endosomal Escape. ACS Applied Materials & Interfaces 2018, 10
(28)
, 23630-23637. https://doi.org/10.1021/acsami.8b06934
- Yu-Wei Liu, Kak-Shan Shia, Chien-Huang Wu, Kuan-Liang Liu, Yu-Cheng Yeh, Chen-Fu Lo, Chiung-Tong Chen, Yun-Yu Chen, Teng-Kuang Yeh, Wei-Han Chen, Jiing-Jyh Jan, Yu-Chen Huang, Chen-Lung Huang, Ming-Yu Fang, Brian D. Gray, Koon Y. Pak, Tsu-An Hsu, Kuan-Hsun Huang, and Lun K. Tsou . Targeting Tumor Associated Phosphatidylserine with New Zinc Dipicolylamine-Based Drug Conjugates. Bioconjugate Chemistry 2017, 28
(7)
, 1878-1892. https://doi.org/10.1021/acs.bioconjchem.7b00225
- Felicia M. Roland, Evan M. Peck, Douglas R. Rice, and Bradley D. Smith . Preassembled Fluorescent Multivalent Probes for the Imaging of Anionic Membranes. Bioconjugate Chemistry 2017, 28
(4)
, 1093-1101. https://doi.org/10.1021/acs.bioconjchem.7b00012
- Shuai Liu, Dezhong Zhou, Jixiang Yang, Hao Zhou, Jiatong Chen, and Tianying Guo . Bioreducible Zinc(II)-Coordinative Polyethylenimine with Low Molecular Weight for Robust Gene Delivery of Primary and Stem Cells. Journal of the American Chemical Society 2017, 139
(14)
, 5102-5109. https://doi.org/10.1021/jacs.6b13337
- Umme Ayesa, Brian D. Gray, Koon Y. Pak, and Parkson Lee-Gau Chong . Liposomes Containing Lipid-Soluble Zn(II)–Bis-dipicolylamine Derivatives Show Potential To Be Targeted to Phosphatidylserine on the Surface of Cancer Cells. Molecular Pharmaceutics 2017, 14
(1)
, 147-156. https://doi.org/10.1021/acs.molpharmaceut.6b00760
- Eric A. Owens, Maged Henary, Georges El Fakhri, and Hak Soo Choi . Tissue-Specific Near-Infrared Fluorescence Imaging. Accounts of Chemical Research 2016, 49
(9)
, 1731-1740. https://doi.org/10.1021/acs.accounts.6b00239
- Defan Yao, Zhi Lin, and Junchen Wu . Near-Infrared Fluorogenic Probes with Polarity-Sensitive Emission for in Vivo Imaging of an Ovarian Cancer Biomarker. ACS Applied Materials & Interfaces 2016, 8
(9)
, 5847-5856. https://doi.org/10.1021/acsami.5b11826
- Kanokthorn Boonkitpatarakul, Junfeng Wang, Nakorn Niamnont, Bin Liu, Lucas Mcdonald, Yi Pang, and Mongkol Sukwattanasinitt . Novel Turn-On Fluorescent Sensors with Mega Stokes Shifts for Dual Detection of Al3+ and Zn2+. ACS Sensors 2016, 1
(2)
, 144-150. https://doi.org/10.1021/acssensors.5b00136
- Kasey J. Clear, Kara M. Harmatys, Douglas R. Rice, William R. Wolter, Mark A. Suckow, Yuzhen Wang, Mary Rusckowski, and Bradley D. Smith . Phenoxide-Bridged Zinc(II)-Bis(dipicolylamine) Probes for Molecular Imaging of Cell Death. Bioconjugate Chemistry 2016, 27
(2)
, 363-375. https://doi.org/10.1021/acs.bioconjchem.5b00447
- Tsukuru Minamiki, Tsuyoshi Minami, Petr Koutnik, Pavel Anzenbacher, Jr., and Shizuo Tokito . Antibody- and Label-Free Phosphoprotein Sensor Device Based on an Organic Transistor. Analytical Chemistry 2016, 88
(2)
, 1092-1095. https://doi.org/10.1021/acs.analchem.5b04618
- Roger R. Nani, James B. Shaum, Alexander P. Gorka, and Martin J. Schnermann . Electrophile-Integrating Smiles Rearrangement Provides Previously Inaccessible C4′-O-Alkyl Heptamethine Cyanine Fluorophores. Organic Letters 2015, 17
(2)
, 302-305. https://doi.org/10.1021/ol503398f
- Adam J. Plaunt, Kara M. Harmatys, William R. Wolter, Mark A. Suckow, and Bradley D. Smith . Library Synthesis, Screening, and Discovery of Modified Zinc(II)-Bis(dipicolylamine) Probe for Enhanced Molecular Imaging of Cell Death. Bioconjugate Chemistry 2014, 25
(4)
, 724-737. https://doi.org/10.1021/bc500003x
- A. Bunschoten, M. M. Welling, M. F. Termaat, M. Sathekge, and F. W. B. van Leeuwen . Development and Prospects of Dedicated Tracers for the Molecular Imaging of Bacterial Infections. Bioconjugate Chemistry 2013, 24
(12)
, 1971-1989. https://doi.org/10.1021/bc4003037
- Shafali Gupta, Samsuzzoha Mondal, Amit Mhamane, and Ankona Datta . Smart “Lanthano” Proteins for Phospholipid Sensing. Inorganic Chemistry 2013, 52
(21)
, 12314-12316. https://doi.org/10.1021/ic4018932
- Danielle Park, Bang-Wen Xie, Ermond R. Van Beek, Vicky Blankevoort, Ivo Que, Clemens W. G. M. Löwik, and Philip J. Hogg . Optical Imaging of Treatment-Related Tumor Cell Death Using a Heat Shock Protein-90 Alkylator. Molecular Pharmaceutics 2013, 10
(10)
, 3882-3891. https://doi.org/10.1021/mp4003464
- Bryan A. Smith, Kara M. Harmatys, Shuzhang Xiao, Erin L. Cole, Adam J. Plaunt, William Wolter, Mark A. Suckow, and Bradley D. Smith . Enhanced Cell Death Imaging Using Multivalent Zinc(II)-bis(dipicolylamine) Fluorescent Probes. Molecular Pharmaceutics 2013, 10
(9)
, 3296-3303. https://doi.org/10.1021/mp300720k
- Chirantan Kar, Manab Deb Adhikari, Aiyagari Ramesh, and Gopal Das . NIR- and FRET-Based Sensing of Cu2+ and S2- in Physiological Conditions and in Live Cells. Inorganic Chemistry 2013, 52
(2)
, 743-752. https://doi.org/10.1021/ic301872q
- Bryan A. Smith and Bradley D. Smith . Biomarkers and Molecular Probes for Cell Death Imaging and Targeted Therapeutics. Bioconjugate Chemistry 2012, 23
(10)
, 1989-2006. https://doi.org/10.1021/bc3003309
- James R. Johnson, Brandon Kocher, Edward M. Barnett, Jayne Marasa, and David Piwnica-Worms . Caspase-Activated Cell-Penetrating Peptides Reveal Temporal Coupling Between Endosomal Release and Apoptosis in an RGC-5 Cell Model. Bioconjugate Chemistry 2012, 23
(9)
, 1783-1793. https://doi.org/10.1021/bc300036z
- Bryan A. Smith, Bang-Wen Xie, Ermond R. van Beek, Ivo Que, Vicky Blankevoort, Shuzhang Xiao, Erin L. Cole, Mathias Hoehn, Eric L. Kaijzel, Clemens W. G. M. Löwik, and Bradley D. Smith . Multicolor Fluorescence Imaging of Traumatic Brain Injury in a Cryolesion Mouse Model. ACS Chemical Neuroscience 2012, 3
(7)
, 530-537. https://doi.org/10.1021/cn3000197
- Hong Zheng, Fang Wang, Qin Wang, and Jianmin Gao . Cofactor-Free Detection of Phosphatidylserine with Cyclic Peptides Mimicking Lactadherin. Journal of the American Chemical Society 2011, 133
(39)
, 15280-15283. https://doi.org/10.1021/ja205911n
- Bryan A. Smith, Seth T. Gammon, Shuzhang Xiao, Wei Wang, Sarah Chapman, Ryan McDermott, Mark A. Suckow, James R. Johnson, David Piwnica-Worms, George W. Gokel, Bradley D. Smith, and W. Matthew Leevy . In Vivo Optical Imaging of Acute Cell Death Using a Near-Infrared Fluorescent Zinc−Dipicolylamine Probe. Molecular Pharmaceutics 2011, 8
(2)
, 583-590. https://doi.org/10.1021/mp100395u
- Jeffrey T. Petty, Chaoyang Fan, Sandra P. Story, Bidisha Sengupta, Ashlee St. John Iyer, Zachary Prudowsky and Robert M. Dickson . DNA Encapsulation of 10 Silver Atoms Producing a Bright, Modulatable, Near-Infrared-Emitting Cluster. The Journal of Physical Chemistry Letters 2010, 1
(17)
, 2524-2529. https://doi.org/10.1021/jz100817z
- Jing Li, Luoqing Wang, Chenyang Zhang, Han Wang, Yuyu Pan, Shizhang Li, Xian‐Kai Chen, Tao Jia, Kai Wang. Manipulation of the Self‐Assembly Morphology by Side‐Chain Engineering of Quinoxaline‐Substituted Organic Photothermal Molecules for Highly Efficient Solar‐Thermal Conversion and Applications. Angewandte Chemie 2024, 136
(20)
https://doi.org/10.1002/ange.202402726
- Jing Li, Luoqing Wang, Chenyang Zhang, Han Wang, Yuyu Pan, Shizhang Li, Xian‐Kai Chen, Tao Jia, Kai Wang. Manipulation of the Self‐Assembly Morphology by Side‐Chain Engineering of Quinoxaline‐Substituted Organic Photothermal Molecules for Highly Efficient Solar‐Thermal Conversion and Applications. Angewandte Chemie International Edition 2024, 63
(20)
https://doi.org/10.1002/anie.202402726
- Sunshine Dominic Kurbah, Ndege Simisi Clovis. Coumarin-hydrazone-based fluorescence sensor for Al(III) detection in aqueous solution: DFT calculation and DNA interaction studies. European Journal of Chemistry 2023, 14
(3)
, 330-336. https://doi.org/10.5155/eurjchem.14.3.330-336.2432
- I. P. Shilov, V. D. Rumyantseva, A. V. Ivanov, Yu. V. Alekseev, A. S. Gorshkova, M. V. Ryabov, A. M. Kovaleva, M. I. Kovalev. Prospects for Infrared Luminescent Diagnostics of Superficially. Радиотехника и электроника 2023, 68
(4)
, 399-406. https://doi.org/10.31857/S0033849423030130
- Hannah van Dyk, Frederick Jacobus Francois Jacobs, Robin Edward Kroon, Tshepiso Jan Makhafola, Alice Brink. Characterisation, structural investigations and biological activity of substituted salicylidene-based compounds. Journal of Molecular Structure 2023, 1276 , 134737. https://doi.org/10.1016/j.molstruc.2022.134737
- Angéline Van der Heyden, Phoulinh Chanthavong, Eduardo Angles-Cano, Hugues Bonnet, Jérôme Dejeu, Audrey Cras, Christian Philouze, Guy Serratrice, Fatiha Zoubari El-Ghazouani, Florence Toti, Aurore Thibon-Pourret, Catherine Belle. Grafted dinuclear zinc complexes for selective recognition of phosphatidylserine: Application to the capture of extracellular membrane microvesicles. Journal of Inorganic Biochemistry 2023, 239 , 112065. https://doi.org/10.1016/j.jinorgbio.2022.112065
- Xuan Nie, Fan Gao, Wei You, Guang Chen, Qi Shao, Long-Hai Wang, Wei-Qiang Huang, Lei Xia, Ze Zhang, Chun-Yan Hong, Ye-Zi You. Caging pyrophosphate structure blocks the cell wall synthesis to kill bacteria without detectable resistance. Chemical Engineering Journal 2022, 450 , 138373. https://doi.org/10.1016/j.cej.2022.138373
- Zikai Zhou, Jieying Qian, Kai Liu, Yunjiao Zhang, Meng Gao, Ben Zhong Tang. A Water‐Stable and Red‐Emissive Radical Cation for Mutp53 Cancer Therapy. Angewandte Chemie 2022, 134
(46)
https://doi.org/10.1002/ange.202212671
- Zikai Zhou, Jieying Qian, Kai Liu, Yunjiao Zhang, Meng Gao, Ben Zhong Tang. A Water‐Stable and Red‐Emissive Radical Cation for Mutp53 Cancer Therapy. Angewandte Chemie International Edition 2022, 61
(46)
https://doi.org/10.1002/anie.202212671
- Kuan-Hsun Huang, Yu-Tzu Liu, Pei-Yun Pan, Chen-Fu Lo, Kuan-Liang Liu, Teng-Kuang Yeh, Li-Rung Huang, Lun K. Tsou. Rejuvenating hepatic tumor microenvironment immunity with a phosphatidylserine-targeting small molecule drug conjugate. Biomedicine & Pharmacotherapy 2022, 151 , 113084. https://doi.org/10.1016/j.biopha.2022.113084
- Chen-Fu Lo, Tai-Yu Chiu, Yu-Tzu Liu, Li-Rung Huang, Teng-Kuang Yeh, Kuan-Hsun Huang, Kuan-Liang Liu, Chia-Yu Hsu, Ming-Yu Fang, Yu-Chen Huang, Tsu-An Hsu, Chiung-Tong Chen, Lun Kelvin Tsou. Synthesis and Evaluation of Small Molecule Drug Conjugates Harnessing Thioester-Linked Maytansinoids. Pharmaceutics 2022, 14
(7)
, 1316. https://doi.org/10.3390/pharmaceutics14071316
- Benhao Li, Hengke Liu, Yaling He, Mengyao Zhao, Chen Ge, Muhammad Rizwan Younis, Peng Huang, Xiaoyuan Chen, Jing Lin. A “Self‐Checking” pH/Viscosity‐Activatable NIR‐II Molecule for Real‐Time Evaluation of Photothermal Therapy Efficacy. Angewandte Chemie International Edition 2022, 61
(16)
https://doi.org/10.1002/anie.202200025
- Benhao Li, Hengke Liu, Yaling He, Mengyao Zhao, Chen Ge, Muhammad Rizwan Younis, Peng Huang, Xiaoyuan Chen, Jing Lin. A “Self‐Checking” pH/Viscosity‐Activatable NIR‐II Molecule for Real‐Time Evaluation of Photothermal Therapy Efficacy. Angewandte Chemie 2022, 134
(16)
https://doi.org/10.1002/ange.202200025
- Ching-Hua Tsai, Tai-Yu Chiu, Chiung-Tong Chen, Chia-Yu Hsu, Ya-Ru Tsai, Teng-Kuang Yeh, Kuan-Hsun Huang, Lun Kelvin Tsou. Click Chemistry and Multicomponent Reaction for Linker Diversification of Zinc Dipicolylamine-Based Drug Conjugates. Frontiers in Chemistry 2022, 9 https://doi.org/10.3389/fchem.2021.822587
- Xuan Nie, Fan Gao, Wei You, Guang Chen, Qi Shao, Long-Hai Wang, Weiqiang Huang, Lei Xia, Ze Zhang, Chun-Yan Hong, Yezi You. Caging Udp Kills Bacteria Without Detectable Resistance. SSRN Electronic Journal 2022, 9 https://doi.org/10.2139/ssrn.4096619
- Kiyoon Min, Soyeon Yoo, Min Su Han, Giyoong Tae. Effective and prolonged targeting of a nanocarrier to the inflammation site by functionalization with ZnBPMP and chitosan. Materials Science and Engineering: C 2021, 131 , 112521. https://doi.org/10.1016/j.msec.2021.112521
- Xuefei Shao, Junnan He, Xuemei Zhao, Yubin Zheng, Nan Zheng. Preparation of
zinc‐coordinated‐DPA
functionalized polyesters for gene condensation. Journal of Applied Polymer Science 2021, 138
(34)
, 50843. https://doi.org/10.1002/app.50843
- Zhaoming Chen, Xindong Wang, Shuai Liu, Yumeng Li, Hao Zhou, Tianying Guo. Zn(
ii
)-Dipicolylamine analogues with amphiphilic side chains endow low molecular weight PEI with high transfection performance. Biomaterials Science 2021, 9
(8)
, 3090-3099. https://doi.org/10.1039/D0BM02181D
- Sevim Kahraman, Debasish Manna, Ercument Dirice, Basudeb Maji, Jonnell Small, Bridget K Wagner, Amit Choudhary, Rohit N Kulkarni. Harnessing reaction-based probes to preferentially target pancreatic β-cells and β-like cells. Life Science Alliance 2021, 4
(4)
, e202000840. https://doi.org/10.26508/lsa.202000840
- George T. Williams, Cally J. E. Haynes, Mohamed Fares, Claudia Caltagirone, Jennifer R. Hiscock, Philip A. Gale. Advances in applied supramolecular technologies. Chemical Society Reviews 2021, 50
(4)
, 2737-2763. https://doi.org/10.1039/D0CS00948B
- Naresh Kumar, Roopa, Vandana Bhalla, Manoj Kumar. Beyond zinc coordination: Bioimaging applications of Zn(II)-complexes. Coordination Chemistry Reviews 2021, 427 , 213550. https://doi.org/10.1016/j.ccr.2020.213550
- Yun-Yu Chen, Chen-Fu Lo, Tai-Yu Chiu, Chia-Yu Hsu, Teng-Kuang Yeh, Ching-Ping Chen, Chen-Lung Huang, Chung-Yu Huang, Min-Hsien Wang, Yu-Chen Huang, Hsuan-Hui Ho, Yu-Sheng Chao, Joe C. Shih, Lun K. Tsou, Chiung-Tong Chen. BPRDP056, a novel small molecule drug conjugate specifically targeting phosphatidylserine for cancer therapy. Translational Oncology 2021, 14
(1)
, 100897. https://doi.org/10.1016/j.tranon.2020.100897
- A. Yu. Ikonnikova, V. E. Shershov, Yu. V. Moroz, V. A. Vasiliskov, S. A. Lapa, R. A. Miftakhov, V. E. Kuznetsova, A. V. Chudinov, T. V. Nasedkina. The Efficacy of Hybridization Analysis of DNA Labeled with Red and Near-Infrared Cyanine Dyes. Biophysics 2021, 66
(1)
, 25-31. https://doi.org/10.1134/S000635092101005X
- Chaolong Liu, Xiaona Gao, Jingli Yuan, Run Zhang. Advances in the development of fluorescence probes for cell plasma membrane imaging. TrAC Trends in Analytical Chemistry 2020, 133 , 116092. https://doi.org/10.1016/j.trac.2020.116092
- Yi-Mei Zhang, Ji Zhang, Yan-Hong Liu, Yu Guo, Xiao-Qi Yu, Zheng Huang. Zinc(
ii
)-cyclen coordinative amphiphiles for enhanced gene delivery. RSC Advances 2020, 10
(65)
, 39842-39853. https://doi.org/10.1039/D0RA08027F
- Satish S. Bhat, Avinash Kotian, Sabiha Shaikh, Pooja Lokesh Hegde, Rahul V. Pinjari, Vidyanand K. Revankar. Highly sensitive and selective colorimetric probe for detection of Cu2+ in aqueous medium based on rhodamine B. Chemical Data Collections 2020, 26 , 100359. https://doi.org/10.1016/j.cdc.2020.100359
- Francesca Mazzoni, Claudia Müller, Jonathan DeAssis, Deborah Lew, W. Matthew Leevy, Silvia C. Finnemann. Non-invasive in vivo fluorescence imaging of apoptotic retinal photoreceptors. Scientific Reports 2019, 9
(1)
https://doi.org/10.1038/s41598-018-38363-z
- Felicia M. Roland, Bradley D. Smith. Probes for Medical Imaging. 2019, 501-524. https://doi.org/10.1002/9783527814923.ch13
- Pichandi Ashokkumar, Anila Hoskere Ashoka, Mayeul Collot, Amitava Das, Andrey S. Klymchenko. A fluorogenic BODIPY molecular rotor as an apoptosis marker. Chemical Communications 2019, 55
(48)
, 6902-6905. https://doi.org/10.1039/C9CC03242H
- Mick M. Welling, Albertus W. Hensbergen, Anton Bunschoten, Aldrik H. Velders, Meta Roestenberg, Fijs W. B. van Leeuwen. An update on radiotracer development for molecular imaging of bacterial infections. Clinical and Translational Imaging 2019, 7
(2)
, 105-124. https://doi.org/10.1007/s40336-019-00317-4
- Jinhe Xu, Jing Li, Chenxi Liu, Linlin Yang, Guangjie He, Tianjun Ni, Aiying Fan, Songjun Wang, Qingzhi Wang. Design and Synthesis of a Dinuclear Copper(II) Probe for Selective Fluorescence Sensing of Pyrophosphate. Journal of Sensors 2019, 2019 , 1-8. https://doi.org/10.1155/2019/5349124
- Margaret L. Aulsebrook, Bim Graham, Michael R. Grace, Kellie L. Tuck. Lanthanide complexes for luminescence-based sensing of low molecular weight analytes. Coordination Chemistry Reviews 2018, 375 , 191-220. https://doi.org/10.1016/j.ccr.2017.11.018
- Wenkai Zhu, LongChao Du, Wensheng Li, Jinyan Zuo, Jingrui Shan. The salen based chemosensors for highly selective recognition of Zn2+ ion. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2018, 203 , 501-509. https://doi.org/10.1016/j.saa.2018.06.008
- Anna A. Rybczynska, Hendrikus H. Boersma, Steven de Jong, Jourik A. Gietema, Walter Noordzij, Rudi A. J. O. Dierckx, Philip H. Elsinga, Aren van Waarde. Avenues to molecular imaging of dying cells: Focus on cancer. Medicinal Research Reviews 2018, 38
(6)
, 1713-1768. https://doi.org/10.1002/med.21495
- Heng Zhao, Ping Zhou, Kai Huang, Guang Deng, Zhiguo Zhou, Jing Wang, Mingwei Wang, Yingjian Zhang, Hong Yang, Shiping Yang. Amplifying Apoptosis Homing Nanoplatform for Tumor Theranostics. Advanced Healthcare Materials 2018, 7
(14)
https://doi.org/10.1002/adhm.201800296
- Israel Carreira-Barral, Isabel Fernández-Pérez, Marta Mato-Iglesias, Andrés de Blas, Carlos Platas-Iglesias, David Esteban-Gómez. Recognition of AMP, ADP and ATP through Cooperative Binding by Cu(II) and Zn(II) Complexes Containing Urea and/or Phenylboronic—Acid Moieties. Molecules 2018, 23
(2)
, 479. https://doi.org/10.3390/molecules23020479
- Hong-Wei An, Man-Di Wang. The Self-assembly of Cyanine Dyes for Biomedical Application In Vivo. 2018, 31-55. https://doi.org/10.1007/978-981-10-6913-0_2
- D. Srividhya, S. Senthil, S. Manjunathan. Synthesis and Characterization of Selective Chemosensor for Copper and Nickel ions. Materials Today: Proceedings 2018, 5
(8)
, 16782-16789. https://doi.org/10.1016/j.matpr.2018.06.018
- Zhengliang Lu, Wenlong Fan, Yanan Lu, Chunhua Fan, Huaiqing Zhao, Kai Guo, Wei Chu, Yizhong Lu. A highly sensitive fluorescent probe for bioimaging zinc ion in living cells and zebrafish models. New Journal of Chemistry 2018, 42
(14)
, 12198-12204. https://doi.org/10.1039/C8NJ02197J
- Fuhua Wen, Dahong Nie, Kongzhen Hu, Ganghua Tang, Shaobo Yao, Caihua Tang. Semi-automatic synthesis and biodistribution of N-(2-18F-fluoropropionyl)-bis(zinc (II)-dipicolylamine) (18F-FP-DPAZn2) for AD model imaging. BMC Medical Imaging 2017, 17
(1)
https://doi.org/10.1186/s12880-017-0200-1
- Mukti Vats, Sumit Mishra, Mahdieh Baghini, Deepak Chauhan, Rohit Srivastava, Abhijit De. Near Infrared Fluorescence Imaging in Nano-Therapeutics and Photo-Thermal Evaluation. International Journal of Molecular Sciences 2017, 18
(5)
, 924. https://doi.org/10.3390/ijms18050924
- Skye Hsin-Hsien Yeh, Fan-Lin Kong, Ming-Hsien Lin. Visualization of Apoptosis: Annexin V Imaging. 2017, 233-243. https://doi.org/10.1007/978-981-10-3349-0_14
- P.T. Gunning, D. Kraskouskaya, J.S. Park, A.D. Cabral, R.F. Gomez-Biagi. Fluorescence-Based Chemosensors for the Detection of Biologically Relevant Phosphates in Water. 2017, 113-160. https://doi.org/10.1016/B978-0-12-409547-2.12554-5
- J. Tang, H.-Y. Yin, J.-L. Zhang. Luminescent Zinc Complexes as Bioprobes for Imaging Molecular Events in Live Cells. 2017, 1-53. https://doi.org/10.1016/B978-0-12-803814-7.00001-0
- Di Wu, Adam C. Sedgwick, Thorfinnur Gunnlaugsson, Engin U. Akkaya, Juyoung Yoon, Tony D. James. Fluorescent chemosensors: the past, present and future. Chemical Society Reviews 2017, 46
(23)
, 7105-7123. https://doi.org/10.1039/C7CS00240H
- Chirantan Kar, Yutaka Shindo, Kotaro Oka, Shigeru Nishiyama, Koji Suzuki, Daniel Citterio. Spirolactam capped cyanine dyes for designing NIR probes to target multiple metal ions. RSC Advances 2017, 7
(40)
, 24970-24980. https://doi.org/10.1039/C7RA03246C
- Tanvi J. Desai, Jason E. Toombs, John D. Minna, Rolf A. Brekken, Damith Gomika Udugamasooriya. Identification of lipid-phosphatidylserine (PS) as the target of unbiasedly selected cancer specific peptide-peptoid hybrid PPS1. Oncotarget 2016, 7
(21)
, 30678-30690. https://doi.org/10.18632/oncotarget.8929
- Douglas R. Rice, Paola Vacchina, Brianna Norris-Mullins, Miguel A. Morales, Bradley D. Smith. Zinc(II)-Dipicolylamine Coordination Complexes as Targeting and Chemotherapeutic Agents for Leishmania major. Antimicrobial Agents and Chemotherapy 2016, 60
(5)
, 2932-2940. https://doi.org/10.1128/AAC.00410-16
- Shaobo Yao, Haiqun Xing, Wenjia Zhu, Zhanhong Wu, Yingqiang Zhang, Yanru Ma, Yimin Liu, Li Huo, Zhaohui Zhu, Zibo Li, Fang Li. Infection Imaging With 18F-FDS and First-in-Human Evaluation. Nuclear Medicine and Biology 2016, 43
(3)
, 206-214. https://doi.org/10.1016/j.nucmedbio.2015.11.008
- Hua Chen, Yonghe Tang, Mingguang Ren, Weiying Lin. Single near-infrared fluorescent probe with high- and low-sensitivity sites for sensing different concentration ranges of biological thiols with distinct modes of fluorescence signals. Chemical Science 2016, 7
(3)
, 1896-1903. https://doi.org/10.1039/C5SC03591K
- Sohini Basu Roy, Jesmin Mondal, Anisur Rahman Khuda-Bukhsh, Kajal Krishna Rajak. A novel fluorene based “turn on” fluorescent sensor for the determination of zinc and cadmium: experimental and theoretical studies along with live cell imaging. New Journal of Chemistry 2016, 40
(11)
, 9593-9608. https://doi.org/10.1039/C6NJ01682K
- Bao-xing Shen, Ying Qian. A novel triphenylamine-BODIPY dendron: click synthesis, near-infrared emission and a multi-channel chemodosimeter for Hg
2+
and Fe
3+. Journal of Materials Chemistry B 2016, 4
(47)
, 7549-7559. https://doi.org/10.1039/C6TB02469F
- Marion M Chan, Brian D Gray, Koon Y Pak, Dunne Fong. Non-invasive in vivo imaging of arthritis in a collagen-induced murine model with phosphatidylserine-binding near-infrared (NIR) dye. Arthritis Research & Therapy 2015, 17
(1)
https://doi.org/10.1186/s13075-015-0565-x
- Debabrata Maity, Anand Raj, D. Karthigeyan, Tapas K. Kundu, T. Govindaraju. A switch-on near-infrared fluorescence-ready probe for Cu(I): live cell imaging. Supramolecular Chemistry 2015, 27
(9)
, 589-594. https://doi.org/10.1080/10610278.2015.1041953
- Lie Na Tan, Nicholas L. Abbott. Dynamic anchoring transitions at aqueous–liquid crystal interfaces induced by specific and non-specific binding of vesicles to proteins. Journal of Colloid and Interface Science 2015, 449 , 452-461. https://doi.org/10.1016/j.jcis.2015.01.078
- Eun Joo Song, Gyeong Jin Park, Jae Jun Lee, Suyeon Lee, Insup Noh, Youngmee Kim, Sung-Jin Kim, Cheal Kim, Roger G. Harrison. A fluorescence sensor for Zn2+ that also acts as a visible sensor for Co2+ and Cu2+. Sensors and Actuators B: Chemical 2015, 213 , 268-275. https://doi.org/10.1016/j.snb.2015.02.094
- Haiyan Chen, Min Zhang, Bowen Li, Dan Chen, Xinyue Dong, Yuheng Wang, Yueqing Gu. Versatile antimicrobial peptide-based ZnO quantum dots for in vivo bacteria diagnosis and treatment with high specificity. Biomaterials 2015, 53 , 532-544. https://doi.org/10.1016/j.biomaterials.2015.02.105
- John H. Conway, Dorothea Fiedler. An Affinity Reagent for the Recognition of Pyrophosphorylated Peptides. Angewandte Chemie 2015, 127
(13)
, 4013-4017. https://doi.org/10.1002/ange.201411232
- John H. Conway, Dorothea Fiedler. An Affinity Reagent for the Recognition of Pyrophosphorylated Peptides. Angewandte Chemie International Edition 2015, 54
(13)
, 3941-3945. https://doi.org/10.1002/anie.201411232
- Junling Li, Rachael L. Gerlach, Colleen B. Jonsson, Brian D. Gray, Koon Y. Pak, Chin K. Ng. Characterization of 18F-dipicolylamine (DPA) derivatives in cells infected with influenza virus. Nuclear Medicine and Biology 2015, 42
(3)
, 283-291. https://doi.org/10.1016/j.nucmedbio.2014.11.012
- Weiju Zhu, Lianlian Yang, Min Fang, Zhenyu Wu, Qing Zhang, Fangfang Yin, Qiang Huang, Cun Li. New carbazole-based Schiff base: Colorimetric chemosensor for Fe3+ and fluorescent turn-on chemosensor for Fe3+ and Cr3+. Journal of Luminescence 2015, 158 , 38-43. https://doi.org/10.1016/j.jlumin.2014.09.020
- Hyun Kim, Ga Rim You, Gyeong Jin Park, Ji Young Choi, Insup Noh, Youngmee Kim, Sung-Jin Kim, Cheal Kim, Roger G. Harrison. Selective zinc sensor based on pyrazoles and quinoline used to image cells. Dyes and Pigments 2015, 113 , 723-729. https://doi.org/10.1016/j.dyepig.2014.10.006
- Hua Chen, Weiying Lin, Haijun Cui, Wenqing Jiang. Development of Unique Xanthene–Cyanine Fused Near‐Infrared Fluorescent Fluorophores with Superior Chemical Stability for Biological Fluorescence Imaging. Chemistry – A European Journal 2015, 21
(2)
, 733-745. https://doi.org/10.1002/chem.201404718
- Habib Ali Molla, Rahul Bhowmick, Atul Katarkar, Keya Chaudhuri, Sumana Gangopadhyay, Mahammad Ali. A novel rhodamine-3,4-dihydro-2H-1,3-benzoxazine conjugate as a highly sensitive and selective chemosensor for Fe
3+
ions with cytoplasmic cell imaging possibilities. Analytical Methods 2015, 7
(12)
, 5149-5156. https://doi.org/10.1039/C5AY00754B
- Saihui Zhang, Yantao Shi, Wei Wang, Zhi Yuan. Study on the association between CTD peptides and zinc(
ii
)-dipicolylamine appended beta-cyclodextrin. RSC Advances 2015, 5
(98)
, 80434-80440. https://doi.org/10.1039/C5RA12374G
- Bradley D Smith. Smart molecules for imaging, sensing and health (SMITH). Beilstein Journal of Organic Chemistry 2015, 11 , 2540-2548. https://doi.org/10.3762/bjoc.11.274
- Jie Zheng, Fang Huang, Yujin Li, Qing Ye, Jianhong Jia, Liang Han, Jianrong Gao. A Highly Selective Fluorescent Indicator for Copper Based on a Boron Complex. Journal of Chemical Research 2015, 39
(1)
, 36-40. https://doi.org/10.3184/174751914X14190791988509
- Xinghai Ning, Wonewoo Seo, Seungjun Lee, Kiyoko Takemiya, Mohammad Rafi, Xuli Feng, Daiana Weiss, Xiaojian Wang, Larry Williams, Vernon M. Camp, Malveaux Eugene, W. Robert Taylor, Mark Goodman, Niren Murthy. PET Imaging of Bacterial Infections with Fluorine‐18‐Labeled Maltohexaose. Angewandte Chemie International Edition 2014, 53
(51)
, 14096-14101. https://doi.org/10.1002/anie.201408533
Article Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.
Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.
The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated.