Rational Design of Bioavailable Photosensitizers for Manipulation and Imaging of Biological Systems.

3,3'-Diaminobenzidine / chemistry Animals Animals, Genetically Modified / metabolism Cell Line, Tumor Drug Design Humans Larva / metabolism Ligands Light Microphthalmia-Associated Transcription Factor / genetics Microscopy, Electron Neurons / chemistry Photosensitizing Agents / chemistry Quantum Theory Rhodamines / chemistry Singlet Oxygen / chemistry Zebrafish / growth & development Zebrafish Proteins / genetics
HaloTag Janelia Fluor cell ablation electron microscopy fluorescence photochemistry photosensitizer reactive oxygen species rhodamine

Journal

Cell chemical biology
ISSN: 2451-9448
Titre abrégé: Cell Chem Biol
Pays: United States
ID NLM: 101676030

Informations de publication

Date de publication:
20 08 2020
Historique:
received: 01 04 2020
revised: 04 06 2020
accepted: 29 06 2020
pubmed: 23 7 2020
medline: 7 7 2021
entrez: 23 7 2020
Statut: ppublish

Résumé

Light-mediated chemical reactions are powerful methods for manipulating and interrogating biological systems. Photosensitizers, compounds that generate reactive oxygen species upon excitation with light, can be utilized for numerous biological experiments, but the repertoire of bioavailable photosensitizers is limited. Here, we describe the synthesis, characterization, and utility of two photosensitizers based upon the widely used rhodamine scaffold and demonstrate their efficacy for chromophore-assisted light inactivation, cell ablation in culture and in vivo, and photopolymerization of diaminobenzidine for electron microscopy. These chemical tools will facilitate a broad range of applications spanning from targeted destruction of proteins to high-resolution imaging.

Identifiants

DOI: 10.1016/j.chembiol.2020.07.001 PMID: 32698018 PMC: PMC7483975
pubmed: 32698018
pii: S2451-9456(20)30243-9
doi: 10.1016/j.chembiol.2020.07.001
pmc: PMC7483975
mid: NIHMS1610173
pii:
doi:

Substances chimiques

Ligands 0
Microphthalmia-Associated Transcription Factor 0
Photosensitizing Agents 0
Rhodamines 0
Zebrafish Proteins 0
mitfa protein, zebrafish 0
Singlet Oxygen 17778-80-2
3,3'-Diaminobenzidine 2RV4T6KHQI

Types de publication

Journal Article Research Support, N.I.H., Extramural Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

1063-1072.e7

Subventions

Organisme : NIGMS NIH HHS
ID : P41 GM103412
Pays : United States
Organisme : Howard Hughes Medical Institute
Pays : United States
Organisme : NIGMS NIH HHS
ID : R01 GM086197
Pays : United States
Organisme : NIGMS NIH HHS
ID : R24 GM137200
Pays : United States
Organisme : NIH HHS
ID : S10 OD021784
Pays : United States

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Déclaration de conflit d'intérêts

Declarations of Interests US Patent 9,933,417 and patent applications US 2019/0367736 and US 2019/0106573 describing azetidine-containing fluorophores and variant compositions (with inventors J.B.G. and L.D.L.) are assigned to HHMI. L.D.L. serves on the editorial board of Cell Chemical Biology. The authors declare no other competing interests.

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Auteurs

Thomas C Binns (TC)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA; Graduate School, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA; College of Medicine, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA.

Anthony X Ayala (AX)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Jonathan B Grimm (JB)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Ariana N Tkachuk (AN)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Guillaume A Castillon (GA)

Department of Neurosciences, University of California San Diego, La Jolla, CA 92093, USA.

Sebastien Phan (S)

Department of Neurosciences, University of California San Diego, La Jolla, CA 92093, USA.

Lixia Zhang (L)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Timothy A Brown (TA)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Zhe Liu (Z)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Stephen R Adams (SR)

Department of Pharmacology, University of California San Diego, La Jolla, CA 92093, USA.

Mark H Ellisman (MH)

Department of Neurosciences, University of California San Diego, La Jolla, CA 92093, USA.

Minoru Koyama (M)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA.

Luke D Lavis (LD)

Janelia Research Campus, Howard Hughes Medical Institute, Ashburn, VA 20147, USA. Electronic address: lavisl@janelia.hhmi.org.

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Classifications MeSH

questionsmedicales.fr › Composés chimiques organiques › Hydrocarbures › Hydrocarbures cycliques › Hydrocarbures aromatiques › Dérivés du benzène › Dérivés du biphényle › Benzidines › Biphényle-3,3',4,4'-tétraamine › Rational Design of Bioavailable...
questionsmedicales.fr › Eucaryotes › Animaux › Rational Design of Bioavailable...
questionsmedicales.fr › Stades d'organismes › Organismes génétiquement modifiés › Animal génétiquement modifié › Rational Design of Bioavailable...
questionsmedicales.fr › Cellules › Cellules cultivées › Cellules cancéreuses en culture › Lignée cellulaire tumorale › Rational Design of Bioavailable...
questionsmedicales.fr › Techniques d'investigation › Développement de médicament › Découverte de médicament › Conception de médicament › Rational Design of Bioavailable...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Rational Design of Bioavailable...
questionsmedicales.fr › Phénomènes physiologiques › Croissance et développement › Morphogenèse › Métamorphose biologique › Étapes du cycle de vie › Larve › Rational Design of Bioavailable...
questionsmedicales.fr › Actions chimiques et utilisations › Utilisations spécialisées de produits chimiques › Produits chimiques de laboratoire › Ligands › Rational Design of Bioavailable...
questionsmedicales.fr › Phénomènes physiques › Rayonnement › Rayonnement non ionisant › Lumière › Rational Design of Bioavailable...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Facteurs de transcription › Facteurs de transcription à motif basique et à glissière à leucines › Facteurs de transcription à motifs basiques hélice-boucle-hélice et à glissière à leucines › Facteur de transcription associé à la microphtalmie › Rational Design of Bioavailable...
questionsmedicales.fr › Techniques d'investigation › Microscopie électronique › Rational Design of Bioavailable...
questionsmedicales.fr › Cellules › Neurones › Rational Design of Bioavailable...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Radiosensibilisants › Photosensibilisants › Rational Design of Bioavailable...
questionsmedicales.fr › Disciplines des sciences naturelles › Physique › Physique nucléaire › Théorie quantique › Rational Design of Bioavailable...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérocycliques 3 noyaux › Xanthènes › Rhodamines › Rational Design of Bioavailable...
questionsmedicales.fr › Produits chimiques inorganiques › Oxygène singulet › Rational Design of Bioavailable...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Poissons › Cypriniformes › Cyprinidae › Danio zébré › Rational Design of Bioavailable...
questionsmedicales.fr › Acides aminés, peptides et protéines › Protéines › Protéines de poisson › Protéines de poisson-zèbre › Rational Design of Bioavailable...