778583

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Versatile and nondestructive photochemical process for biomolecule immobilization.

Pascal Viel et al.

Langmuir : the ACS journal of surfaces and colloids, 29(6), 2075-2082 (2013-01-16)

Covalent immobilization of unmodified biological materials as proteins has been performed through a one-step and soft method. This process is based on a polyazidophenylene layer derived from the electroreduction of the parent salt 4-azidobenzenediazonium tetrafluoborate on gold substrates. The wavelength

Two novel dATP analogs for DNA photoaffinity labeling.

M Zofall et al.

Nucleic acids research, 28(21), 4382-4390 (2000-11-01)

Two new photoreactive dATP analogs, N(6)-[4-azidobenzoyl-(2-aminoethyl)]-2'-deoxyadenosine-5'-triphospha+ ++ te (AB-dATP) and N(6)-[4-[3-(trifluoromethyl)-diazirin-3-yl]benzoyl-(2-aminoethyl) ]-2 '-deoxyadenosine-5'-triphosphate (DB-dATP), were synthesized from 2'-deoxyadenosine-5'-monophosphate in a six step procedure. Synthesis starts with aminoethylation of dAMP and continues with rearrangement of N(1)-(2-aminoethyl)-2'-deoxyadenosine-5'-monophosphate to N(6)-(2-aminoethyl)-2'-deoxyadenosine-5'-monophosphate (N(6)-dAMP). Next, N(6)-dAMP

Photocrosslinking and click chemistry enable the specific detection of proteins interacting with phospholipids at the membrane interface.

Jacob Gubbens et al.

Chemistry & biology, 16(1), 3-14 (2009-01-28)

New lipid analogs mimicking the abundant membrane phospholipid phosphatidylcholine were developed to photocrosslink proteins interacting with phospholipid headgroups at the membrane interface. In addition to either a phenylazide or benzophenone photoactivatable moiety attached to the headgroup, the lipid analogs contained

Mutagenic and alkylating activities of 3-methyl-1-phenyltriazenes and their possible role as carcinogenic metabolites of the parent dimethyl compounds.

C Malaveille et al.

Cancer research, 42(4), 1446-1453 (1982-04-01)

3-Methyl-1-phenyltriazene and a series of ring-substituted derivatives (4-methylphenyl, 4-chlorophenyl, and 2,4,6-trichlorophenyl), structurally related benzenediazonium fluoborates and phenyl azides, as well as the recently isolated [1-methyl-3-(2,4,6-trichlorophenyl)-2-triazeno]methyl-beta-D-glucopyranoside uronic acid, were studied for their mutagenic activity in Salmonella typhimurium strains. Of these compounds

An automated multiplex specific IgE assay system using a photoimmobilized microarray.

Yoshihiro Ito et al.

Journal of biotechnology, 161(4), 414-421 (2012-08-28)

An automated microarray diagnostic system for specific IgE using photoimmobilized allergen has been developed. Photoimmobilization is useful for preparing microarrays, where various types of biological components are covalently immobilized on a plate. Because the immobilization is based on a photo-induced

Functionalization of poly(ethylene terephthalate) fibers by photografting of a carbohydrate derivatized with a phenyl azide group.

Laëtitia Renaudie et al.

Biomacromolecules, 8(2), 679-685 (2007-02-13)

Grafting of a new carbohydrate UV-reactive molecule, an azidophenyl lactamine (AzPhLac), was achieved on fibers of three different diameters: 12, 18, and 32 microm. Adsorption of AzPhLac on fibers was obtained by using the dip-coating method in solution. The effect

Photochemical fishing approaches for identifying target proteins and elucidating the structure of a ligand-binding region using carbene-generating photoreactive probes.

Yutaka Sadakane et al.

Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 22(2), 209-218 (2006-03-04)

Photoaffinity labeling enables the direct probing of a target protein through a covalent bond between a ligand and its binding protein, and even a complex formed by weak interactions can be isolated by the method. The photochemical fishing approach accelerates

Investigation of Mg2+- and temperature-dependent folding of the hairpin ribozyme by photo-crosslinking: effects of photo-crosslinker tether length and chemistry.

Emily J Borda et al.

Nucleic acids research, 33(3), 1058-1068 (2005-02-22)

We have used photo-crosslinking to investigate the structure and dynamics of four-way junction hairpin ribozyme constructs. Four phenylazide photo-crosslinkers were coupled to 2'-NH2-modified U+2 in the substrate and irradiated at different Mg2+ concentrations and temperatures. Consistent with the role of

Inhibition of monoamine oxidase by phenyl azides.

S Chen et al.

Journal of neurochemistry, 45(3), 940-945 (1985-09-01)

We had previously shown that 4-fluoro-3-nitrophenyl azide (FNPA) is a competitive inhibitor of both types of monoamine oxidase (MAO) in the dark, but it is a preferential photoaffinity label for only the type B MAO (MAO-B). Recently we synthesized a

Photochemistry and vibrational spectra of matrix-isolated 5-ethoxy-1-phenyl-1H-tetrazole.

Luís M T Frija et al.

The journal of physical chemistry. A, 111(15), 2879-2888 (2007-03-29)

A combined matrix isolation FT-IR and theoretical DFT(B3LYP)/6-311++G(d,p) study of the molecular structure and photochemistry of 5-ethoxy-1-phenyl-1H-tetrazole (5EPT) was performed. A new method of synthesis of the compound is described. Calculations show three minima, very close in energy and separated

Solvent effects on the folding of o-phenylene oligomers

Vemuri GN, et al.

Organic & Biomolecular Chemistry, 15(4), 845-851 (2017)

Lifetimes and reactivities of some 1,2-didehydroazepines commonly used in photoaffinity labeling experiments in aqueous solutions.

Mary S Rizk et al.

Biochemistry, 45(2), 543-551 (2006-01-13)

The reactive 1,2-didehydroazepine (cyclic ketenimine) intermediates produced upon photolysis of phenyl azide, 3-hydroxyphenyl azide, 3-methoxyphenyl azide, and 3-nitrophenyl azide in water and in HEPES buffer were studied by laser flash photolysis techniques with UV-vis detection of the transient intermediates. The

Mutagenic activity of arylnitrenium ions from arylazides--induction of sister chromatid exchange in mammalian (V79 Chinese hamster) cells.

D Wild

Chemico-biological interactions, 82(1), 123-132 (1992-03-01)

Photolysis of arylazides produces short-lived reactive species, very likely arylnitrenium ions which bind to nucleotides and DNA and produce mutations in Salmonella. The present report shows that arylazides can be photo-activated in mammalian (V79 Chinese hamster) cells and that sister

Cu-catalyzed azide? alkyne cycloaddition

Meldal M & Torn?e CW

Chemical Reviews, 108(8), 2952-3015 (2008)

Liquid, phenylazide-end-capped copolymers of epsilon-caprolactone and trimethylene carbonate: preparation, photocuring characteristics, and surface layering.

Manabu Mizutani et al.

Biomacromolecules, 3(4), 668-675 (2002-07-09)

Photoreactive phenylazide-end-capped liquid copolymers were prepared by ring-opening copolymerization of epsilon-caprolactone (CL) and trimethylene carbonate (TMC) at an equimolar monomer feed ratio in the presence of a polyol, namely, a low-molecular-weight alcohol (di-, tri-, and tetraol) or poly(ethylene glycol) (PEG)

Covalent immobilization of antibacterial furanones via photochemical activation of perfluorophenylazide.

Sameer A Al-Bataineh et al.

Langmuir : the ACS journal of surfaces and colloids, 25(13), 7432-7437 (2009-07-01)

N-(3-trimethoxysilylpropyl)-4-azido-2,3,5,6-tetrafluorobenzamide (PFPA-silane) was used as a photoactive cross-linker to immobilize antibacterial furanone molecules on silicon oxide surfaces. This immobilization strategy is useful, especially for substrates and molecules that lack reactive functional groups. To this end, cleaned wafers were initially incubated

An ultrafast study of phenyl azide: the direct observation of phenylnitrenium ion.

Jin Wang et al.

Organic letters, 9(20), 3973-3976 (2007-08-28)

Ultrafast photolysis (lambda(ex) = 308 nm) of phenyl azide in 100% formic acid produces a broadly absorbing transient within the instrument time resolution (300 fs), which is assigned to an excited state of the azide. The azide excited state fragments

Electrochemical functionalization of carbon surfaces by aromatic azide or alkyne molecules: a versatile platform for click chemistry.

David Evrard et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 14(30), 9286-9291 (2008-09-10)

The electrochemical reduction of phenylazide or phenylacetylene diazonium salts leads to the grafting of azido or ethynyl groups onto the surface of carbon electrodes. In the presence of copper(I) catalyst, these azide- or alkyne-modified surfaces react efficiently and rapidly with

A general approach to the covalent immobilization of single polymers.

Li Liu et al.

Angewandte Chemie (International ed. in English), 45(37), 6207-6210 (2006-08-15)

Advanced substrate fabrication for cell microarrays.

Andrew L Hook et al.

Biomacromolecules, 10(3), 573-579 (2009-01-23)

The fabrication and characterization of chemical patterns using a technique that can be readily integrated with methods currently used for the formation of microarrays is presented. A high density poly(ethylene glycol) coating was deposited on glass slides as a background

Regioselective Sequential Modification of Chitosan via Azide-Alkyne Click Reaction: Synthesis, Characterization, and Antimicrobial Activity of Chitosan Derivatives and Nanoparticles.

Atif Sarwar et al.

PloS one, 10(4), e0123084-e0123084 (2015-05-01)

Recently, the attention of researchers has been drawn toward the synthesis of chitosan derivatives and their nanoparticles with enhanced antimicrobial activities. In this study, chitosan derivatives with different azides and alkyne groups were synthesized using click chemistry, and these were

Probing the active site of a diels-alderase ribozyme by photoaffinity cross-linking.

Richard Wombacher et al.

Journal of the American Chemical Society, 130(27), 8594-8595 (2008-06-12)

The active site of a Diels-Alderase ribozyme is located in solution by photoaffinity cross-linking using a productlike azidobenzyl probe. Two key nucleotides are identified that contact the Diels-Alder product in a conformation-dependent fashion. The design of such probes does not

Photochemical immobilization of proteins on microwave-synthesized photoreactive polymers.

Azmi Naqvi et al.

Analytical biochemistry, 327(1), 68-73 (2004-03-23)

We report a rapid and versatile procedure for the preparation of photoreactive polymers and light-induced immobilization of proteins onto such polymers. Photoreactive controlled-pore glass, silica gel, glass slide, and polystyrene microtiter plate are prepared in 40-60s by microwave irradiation of

Light-induced activation of an inert surface for covalent immobilization of a protein ligand.

P Nahar et al.

Analytical biochemistry, 294(2), 148-153 (2001-07-11)

A simple and mild procedure is developed for the preparation of an activated polymer surface, used for immobilization of a protein ligand through a covalent linkage. Activation of the polymer surface is carried out by attaching an active functional group

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