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1. A photocleavable surfactant for top-down proteomics

Author

Song Jin, Tania M. Guardado-Alvarez, Ziqing Lin, Serife Ayaz-Guner, Ying Ge, Leekyoung Hwang, Kyle A. Brown, and Bifan Chen

Subjects
Proteomics, Ultraviolet Rays, Mass spectrometry, Top-down proteomics, Biochemistry, Article, Mass Spectrometry, Surface-Active Agents, 03 medical and health sciences, chemistry.chemical_compound, Pulmonary surfactant, Sodium dodecyl sulfate, Molecular Biology, 030304 developmental biology, Gel electrophoresis, 0303 health sciences, Photolysis, Chromatography, fungi, Membrane Proteins, Sodium Dodecyl Sulfate, food and beverages, Cell Biology, Electrophoresis, Solubility, chemistry, Membrane protein, Electrophoresis, Polyacrylamide Gel, Azo Compounds, Hydrophobic and Hydrophilic Interactions, Biotechnology
Abstract

We report the identification of a photocleavable anionic surfactant, 4-hexylphenylazosulfonate (Azo), which can be rapidly degraded by ultraviolet irradiation, for top-down proteomics. Azo can effectively solubilize proteins with performance comparable to that of sodium dodecyl sulfate (SDS) and is compatible with mass spectrometry. Azo-aided top-down proteomics enables the solubilization of membrane proteins for comprehensive characterization of post-translational modifications. Moreover, Azo is simple to synthesize and can be used as a general SDS replacement in SDS-polyacrylamide gel electrophoresis.

Published
2019

2. Nanoproteomics enables proteoform-resolved analysis of low-abundance proteins in human serum

Author

Song Jin, Ying Ge, Yanlong Zhu, Zhijie Wu, Stanford D. Mitchell, Kyle A. Brown, David S. Roberts, Tania M. Guardado-Alvarez, Bifan Chen, and Timothy N. Tiambeng

Subjects
0301 basic medicine, Proteomics, Proteomics methods, Cardiac troponin, Proteome, Science, General Physics and Astronomy, Serum Albumin, Human, 02 engineering and technology, Computational biology, Superparamagnetic nanoparticles, General Biochemistry, Genetics and Molecular Biology, Mass Spectrometry, Article, 03 medical and health sciences, Humans, Nanotechnology, lcsh:Science, Magnetite Nanoparticles, Multidisciplinary, Chemistry, Troponin I, Reproducibility of Results, General Chemistry, Blood Proteins, 021001 nanoscience & nanotechnology, Biomarker (cell), 030104 developmental biology, Cardiovascular diseases, Post translational, Protein processing, Nanoparticles, lcsh:Q, 0210 nano-technology, Protein Processing, Post-Translational, Biomarkers, Blood Chemical Analysis
Abstract

Top-down mass spectrometry (MS)-based proteomics provides a comprehensive analysis of proteoforms to achieve a proteome-wide understanding of protein functions. However, the MS detection of low-abundance proteins from blood remains an unsolved challenge due to the extraordinary dynamic range of the blood proteome. Here, we develop an integrated nanoproteomics method coupling peptide-functionalized superparamagnetic nanoparticles (NPs) with top-down MS for the enrichment and comprehensive analysis of cardiac troponin I (cTnI), a gold-standard cardiac biomarker, directly from serum. These NPs enable the sensitive enrichment of cTnI (1010 more abundant than cTnI). We demonstrate that top-down nanoproteomics can provide high-resolution proteoform-resolved molecular fingerprints of diverse cTnI proteoforms to establish proteoform-pathophysiology relationships. This scalable and reproducible antibody-free strategy can generally enable the proteoform-resolved analysis of low-abundance proteins directly from serum to reveal previously unachievable molecular details., Top-down proteomics can provide unique insights into the biological variations of protein biomarkers but detecting low-abundance proteins in body fluids remains challenging. Here, the authors develop a nanoparticle-based top-down proteomics approach enabling enrichment and detailed analysis of cardiac troponin I in human serum.

Published
2020

3. Trapping and release of cargo molecules from a micro-stamped mesoporous thin film controlled by poly(NIPAAm-co-AAm)

Author

Lorraine Raboin, Melissa M. Russell, Jeffrey I. Zink, and Tania M. Guardado-Alvarez

Subjects
chemistry.chemical_classification, Materials science, Nanotechnology, General Chemistry, Polymer, Mesoporous silica, Condensed Matter Physics, Lower critical solution temperature, Evaporation (deposition), Article, Electronic, Optical and Magnetic Materials, Biomaterials, chemistry.chemical_compound, Hydrofluoric acid, Chemical engineering, chemistry, Materials Chemistry, Ceramics and Composites, Thin film, Mesoporous material, Sol-gel
Abstract

Materials that utilize the micropatterned structure of a mesoporous silica film to successfully load and release cargo using a thermal sensitive polymer are presented in this paper. Films with pore sizes of ~2 nm and ~5 nm aligned in the pulling direction were synthesized using evaporation induced self-assembly techniques. The pores are exposed using a new method of stamping micropatterns without the use hydrofluoric acid. A well studied temperature dependent polymer (poly(N-isopropylacrylamide-co-Acrylamide)) was grafted onto the surface of these films to act as a temperature activated gatekeeper. Below the lower critical solution temperature (LCST) the polymer is erect and can block the pore openings, trapping cargo inside the pores. When the temperature is above the LCST the polymer collapses and unblocks the pores, allowing cargo to escape. The loading capacities as well as the reusability of these films were studied.

Published
2013

4. Activation of Snap-Top Capped Mesoporous Silica Nanocontainers Using Two Near-Infrared Photons

Author

Jeffrey I. Zink, Melissa M. Russell, Tania M. Guardado-Alvarez, Benjamin J. Schwartz, and Lekshmi Sudha Devi

Subjects
Infrared Rays, Ultraviolet Rays, Infrared, Silicon dioxide, Nanoparticle, Bioengineering, Beta-Cyclodextrins, Nanotechnology, Photochemistry, Biochemistry, Article, Catalysis, Fluorescence spectroscopy, chemistry.chemical_compound, Drug Delivery Systems, Colloid and Surface Chemistry, Coumarins, Molecule, Photons, beta-Cyclodextrins, General Chemistry, Mesoporous silica, Silicon Dioxide, Nanopore, chemistry, Chemical Sciences, Nanoparticles, Generic health relevance
Abstract

Photoactivation of “snap-top” stoppers over the pore openings of mesoporous silica nanoparticles releases intact cargo molecules from the pores. The on-command release can be stimulated by either one UV photon or two coherent near-IR photons. Two-photon activation is particularly desirable for use in biological systems because it enables good tissue penetration and precise spatial control. Stoppers were assembled by first binding photolabile coumarin-based molecules to the nanoparticle surface. Then, after loading the particles with cargo, bulky β-cyclodextrin molecules were noncovalently associated with the substituted coumarin molecule, blocking the pores and preventing the cargo from escaping. One-photon excitation at 376 nm or two-photon excitation at 800 nm cleaves the bond holding the coumarin to the nanopore, releasing both the cyclodextrin cap and the cargo. The dynamics of both the cleavage of the cap and the cargo release was monitored using fluorescence spectroscopy. This system traps intact cargo molecules without the necessity of chemical modification, releases them with tissue penetrating near-IR light and have possible applications in photo-stimulated drug delivery.

Published
2013

5. A Family of Photolabile Nitroveratryl-Based Surfactants That Self-Assemble into Photodegradable Supramolecular Structures

Author

Song Jin, Serife Ayaz-Gunner, Tania M. Guardado-Alvarez, Ying Ge, and Leekyoung Hwang

Subjects
inorganic chemicals, Conductometry, Supramolecular chemistry, 02 engineering and technology, macromolecular substances, 010402 general chemistry, Photochemistry, 01 natural sciences, Article, Surface-Active Agents, Dynamic light scattering, Amphiphile, Electrochemistry, Moiety, Organic chemistry, General Materials Science, Photodegradation, Spectroscopy, Alkyl, chemistry.chemical_classification, Aqueous solution, Photolysis, technology, industry, and agriculture, Surfaces and Interfaces, 021001 nanoscience & nanotechnology, Condensed Matter Physics, Nitro Compounds, 0104 chemical sciences, chemistry, 0210 nano-technology
Abstract

Here we report the synthesis and characterization of a family of photolabile nitroveratryl-based surfactants that form different types of supramolecular structures depending on the alkyl chain lengths ranging from eight to twelve carbon atoms. By incorporating a photocleavable α-methyl-o-nitroveratryl moiety, the surfactants can be degraded, along with their corresponding supramolecular structures, by light irradiation in a controlled manner. The self-assembly of the amphiphilic surfactants was characterized by conductometry to determine the critical concentration for the formation of the supramolecular structures, transmission electron microscopy to determine the size and shape of the supramolecular structures, and dynamic light scattering (DLS) to determine the hydrodynamic diameter of the structures in aqueous solutions. The photodegradation of the surfactants and the supramolecular structures was confirmed using UV-Vis spectroscopy, mass spectrometry, and DLS. This surfactant family could be potentially useful in drug delivery, organic synthesis, and other applications.

Published
2016

6. Nanovalve activation by surface-attached photoacids

Author

Tania M. Guardado-Alvarez, Jeffrey I. Zink, and Melissa M. Russell

Subjects
Aniline Compounds, Light, Surface Properties, Silicon dioxide, Nanoparticle, Protonation, Photochemistry, Article, Catalysis, chemistry.chemical_compound, Aniline, Materials Chemistry, Molecule, chemistry.chemical_classification, Cyclodextrins, Pyrenes, Cyclodextrin, Metals and Alloys, General Chemistry, Hydrogen-Ion Concentration, Mesoporous silica, Silicon Dioxide, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, chemistry, Ceramics and Composites, Nanoparticles, Sulfonic Acids, Acids, Porosity
Abstract

Proton transfer caused by excitation of a photoacid attached to the surface of a mesoporous silica nanoparticle activates a nanovalve and causes release of trapped molecules. The protonation of an aniline- based stalk releases a noncovalently bound cyclodextrin molecule that blocked a pore. The results show that pH-responsive molecular delivery systems can be externally controlled using light.

Published
2014

7. Photo-redox activated drug delivery systems operating under two photon excitation in the near-IR

Author

Olivier Mongin, Travis A. Pecorelli, Jean-Olivier Durand, Benjamin J. Schwartz, Mireille Blanchard-Desce, Jean-Marie Vabre, Lekshmi Sudha Devi, Jeffrey I. Zink, Tania M. Guardado-Alvarez, University of California [Los Angeles] (UCLA), University of California, Chimie et Photonique Moléculaires (CPM), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Centre National de la Recherche Scientifique (CNRS), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC), Institut des Sciences Chimiques de Rennes (ISCR), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), University of California (UC), Université de Rennes (UR)-Centre National de la Recherche Scientifique (CNRS), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1 (UB)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Technology, Materials science, Reducing agent, Infrared Rays, Nanoparticle, Nanotechnology, Bioengineering, Photochemistry, Article, Electron Transport, Electron transfer, Two-photon excitation microscopy, General Materials Science, Nanoscience & Nanotechnology, ComputingMilieux_MISCELLANEOUS, Drug Carriers, Photons, Photosensitizing Agents, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Rhodamines, Mesoporous silica, Silicon Dioxide, Covalent bond, Drug delivery, Physical Sciences, Chemical Sciences, Nanoparticles, Drug carrier, Oxidation-Reduction, Porosity
Abstract

We report the design and synthesis of a nano-container consisting of mesoporous silica nanoparticles with the pore openings covered by "snap-top" caps that are opened by near-IR light. A photo transducer molecule that is a reducing agent in an excited electronic state is covalently attached to the system. Near IR two-photon excitation causes inter-molecular electron transfer that reduces a disulfide bond holding the cap in place, thus allowing the cargo molecules to escape. We describe the operation of the "snap-top" release mechanism by both one- and two-photon activation. This system presents a proof of concept of a near-IR photoredox-induced nanoparticle delivery system that may lead to a new type of photodynamic drug release therapy. © 2014 the Partner Organisations.

Published
2014

8. Two-Photon-Triggered Drug Delivery in Cancer Cells Using Nanoimpellers

Author

Jean-Olivier Durand, Marie Maynadier, Laurence Raehm, Jeffrey I. Zink, Jeff L. Nyalosaso, Mireille Blanchard-Desce, Magali Gary-Bobo, Marcel Garcia, Audrey Gallud, Olivier Mongin, Jie Lu, Harmel Peindy N'Dongo, Nathalie Cheminet, Derrick Tarn, Clarence Charnay, Françoise Serein-Spirau, Thibaut Jarrosson, Tania M. Guardado-Alvarez, Jonas G. Croissant, Gaelle Derrien, Fuyuhiko Tamanoi, Chemical and Biological Engineering [Albuquerque], The University of New Mexico [Albuquerque], Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie de Clermont-Ferrand - Clermont Auvergne (ICCF), Sigma CLERMONT (Sigma CLERMONT)-Université Clermont Auvergne (UCA)-Centre National de la Recherche Scientifique (CNRS), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Synthèse et électrosynthèse organiques (SESO), Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Centre National de la Recherche Scientifique (CNRS), Institut de recherche en cancérologie de Montpellier (IRCM - U896 Inserm - UM1), CRLCC Val d'Aurelle - Paul Lamarque-Université de Montpellier (UM)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Université Montpellier 1 (UM1), Department of Chemistry, Massachusetts Institute of Technology (MIT), Microbiology, Immunology and Molecular Genetics (UCLA), University of California [Los Angeles] (UCLA), University of California-University of California, Department of Chemistry and Biochemistry, Exotic Materials Institute, University of California, Los Angeles (UCLA), Department of Chemistry and Biochemistry, University of California Los Angeles, Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Université de Rennes (UR)-Centre National de la Recherche Scientifique (CNRS), Université Montpellier 1 (UM1)-CRLCC Val d'Aurelle - Paul Lamarque-Institut National de la Santé et de la Recherche Médicale (INSERM)-Université de Montpellier (UM), University of California (UC)-University of California (UC), ANR-10-NANO-0022,MECHANANO,Nanomachines mécanisées pour l'activation à deux photons(2010), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM), Institut des Sciences Chimiques de Rennes (ISCR), Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Centre National de la Recherche Scientifique (CNRS)-Ecole Nationale Supérieure de Chimie de Rennes-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES), Chimie et Photonique Moléculaires (CPM), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Centre National de la Recherche Scientifique (CNRS), Nyalosaso, Jeff, and NANOTECHNOLOGIES ET NANOSYSTEMES - Nanomachines mécanisées pour l'activation à deux photons - - MECHANANO2010 - ANR-10-NANO-0022 - P2N - VALID

Subjects
Fluorophore, Stereochemistry, [CHIM.THER] Chemical Sciences/Medicinal Chemistry, [SDV.CAN]Life Sciences [q-bio]/Cancer, 02 engineering and technology, [CHIM.THER]Chemical Sciences/Medicinal Chemistry, mesoporous materials, 010402 general chemistry, 01 natural sciences, Catalysis, Article, chemistry.chemical_compound, Drug Delivery Systems, Two-photon excitation microscopy, [SDV.CAN] Life Sciences [q-bio]/Cancer, Neoplasms, medicine, cancer, Humans, ComputingMilieux_MISCELLANEOUS, [CHIM.MATE] Chemical Sciences/Material chemistry, two-photon excitation, Chemistry, 010405 organic chemistry, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Cancer, General Chemistry, General Medicine, [CHIM.MATE]Chemical Sciences/Material chemistry, 021001 nanoscience & nanotechnology, medicine.disease, [CHIM.ORGA] Chemical Sciences/Organic chemistry, 0104 chemical sciences, 3. Good health, Förster resonance energy transfer, azobenzene, Azobenzene, Drug delivery, Cancer cell, drug delivery, Biophysics, Nanoparticles, 0210 nano-technology, Azo Compounds, Camptothecin, medicine.drug
Abstract

International audience; A therapy of cancer cells: Two-photon-triggered camptothecin delivery (see picture) with nanoimpellers was studied in MCF-7 breast cancer cells. A fluorophore with a high two-photon absorption cross-section was first incorporated in the nanoimpellers. Fluorescence resonance energy transfer (FRET) from the fluorophore to the azobenzene moiety was demonstrated.

Published
2013

9. Corrections to 'Activation of Snap-Top Capped Mesoporous Silica Nano Containers Using Two Near-Infrared Photons'

Author

Lekshmi Sudha Devi, Tania M. Guardado-Alvarez, Benjamin J. Schwartz, Jeffrey I. Zink, and Melissa M. Russell

Subjects
chemistry.chemical_classification, Photon, Double bond, Chemistry, Near-infrared spectroscopy, Nanotechnology, General Chemistry, Mesoporous silica, Biochemistry, Catalysis, Article, Colloid and Surface Chemistry, Molecule, Physical chemistry
Abstract

Throughout this Communication, the aromatic structure wasincorrectly drawn with the double bonds in the wrongpositions. The correct aromatic structure is as follows:This correction applies to the structures shown in Scheme 1,Figures 1, 3, 4, and 5, and the Table of Contents graphic. Thecorrect molecules were used for all of the experiments in thepaper, and none of the results in the paper are affected by thischange.

Published
2013

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