Bioinspired Catalysis: Self-Assembly of a Protein and DNA as a Catalyst for the Aldol Reaction in Aqueous Media

Synlett ◽  
2017 ◽  
Vol 29 (05) ◽  
pp. 560-565 ◽  
Author(s):  
Guangxun Li ◽  
Zhuo Tang ◽  
Hongxin Liu ◽  
Ying-wei Wang ◽  
Shiqi Zhang
Keyword(s):  
Catalytic System ◽  
Electrostatic Interaction ◽  
Self Assembly ◽  
Aldol Reaction ◽  
Aqueous Media ◽  
Aldol Reactions ◽  
Mild Conditions ◽  
Self Assembling ◽  
High Yields

An interesting bioinspired catalyst formed from readily available DNA and a protein through electrostatic interaction in situ proved to be efficient in catalyzing aldol reactions under mild conditions in water. By using a self-assembling catalytic system formed from protamine and DNA, aldol adducts were obtained with high yields and moderate enantioselectivities. Preliminary experiments demonstrated that the chirality of the DNA could be effectively transferred to the reaction product through the bound molecules or proteins.

scholarly journals Copper–phenanthroline catalysts for regioselective synthesis of pyrrolo[3′,4′:3,4]pyrrolo[1,2-a]furoquinolines/phenanthrolines and of pyrrolo[1,2-a]phenanthrolines under mild conditions

2014 ◽  
Vol 10 ◽  
pp. 692-700 ◽  
Author(s):  
Rupankar Paira ◽  
Tarique Anwar ◽  
Maitreyee Banerjee ◽  
Yogesh P Bharitkar ◽  
Shyamal Mondal ◽  
...  
Keyword(s):  
Catalytic System ◽  
Cycloaddition Reaction ◽  
Regioselective Synthesis ◽  
Azomethine Ylides ◽  
Dipolar Cycloaddition ◽  
General Applicability ◽  
Mild Conditions ◽  
Stabilized Azomethine Ylides ◽  
High Yields

A new series of pyrrolo[3′,4′:3,4]pyrrolo[1,2-a]furoquinolines/phenanthrolines and pyrrolo[1,2-a]phenanthrolines were efficiently built up from an 8-hydroxyquinoline derivative or phenanthroline via 1,3-dipolar cycloaddition reaction involving non-stabilized azomethine ylides, generated in situ from the parent furo[3,2-h]quinoliniums/phenanthroliums, in presence of a copper(II) chloride–phenanthroline catalytic system. The methodology combines general applicability with high yields.

Tandem Molecular Self-assembly for Selective Lung Cancer Therapy with Two Orders of Magnitude Increase in Efficiency

Nanoscale ◽  
2021 ◽  
Author(s):  
Debin Zheng ◽  
Jingfei Liu ◽  
Yinghao Ding ◽  
Limin Xie ◽  
Yingying Zhang ◽  
...  
Keyword(s):  
Lung Cancer ◽  
Cancer Therapy ◽  
Anticancer Drugs ◽  
Self Assembly ◽  
Therapeutic Efficacy ◽  
Self Assembling ◽  
Lung Cancer Therapy ◽  
Magnitude Increase

In situ self-assembling of prodrug molecules into nanomedicine can elevate the therapeutic efficacy of anticancer medications by enhancing the targeting and enrichment of anticancer drugs at tumor sites. However, the...

scholarly journals Mitochondria-Targeted Self-Assembly of Peptide-Based Nanomaterials

2021 ◽  
Vol 9 ◽  
Author(s):  
Zhen Luo ◽  
Yujuan Gao ◽  
Zhongyu Duan ◽  
Yu Yi ◽  
Hao Wang
Keyword(s):  
Clinical Trials ◽  
Cancer Therapy ◽  
Self Assembly ◽  
Recent Progress ◽  
Assembly Systems ◽  
Targeted Cancer Therapy ◽  
Cancer Treatments ◽  
Self Assembling ◽  
Stimuli Response

Mitochondria are well known to serve as the powerhouse for cells and also the initiator for some vital signaling pathways. A variety of diseases are discovered to be associated with the abnormalities of mitochondria, including cancers. Thus, targeting mitochondria and their metabolisms are recognized to be promising for cancer therapy. In recent years, great efforts have been devoted to developing mitochondria-targeted pharmaceuticals, including small molecular drugs, peptides, proteins, and genes, with several molecular drugs and peptides enrolled in clinical trials. Along with the advances of nanotechnology, self-assembled peptide-nanomaterials that integrate the biomarker-targeting, stimuli-response, self-assembly, and therapeutic effect, have been attracted increasing interest in the fields of biotechnology and nanomedicine. Particularly, in situ mitochondria-targeted self-assembling peptides that can assemble on the surface or inside mitochondria have opened another dimension for the mitochondria-targeted cancer therapy. Here, we highlight the recent progress of mitochondria-targeted peptide-nanomaterials, especially those in situ self-assembly systems in mitochondria, and their applications in cancer treatments.

Hexaphenylbenzene-based fluorescent aggregates for detection of zinc and pyrophosphate ions in aqueous media: tunable self-assembly behaviour and construction of a logic device

2017 ◽  
Vol 41 (12) ◽  
pp. 4806-4813 ◽  
Author(s):  
Subhamay Pramanik ◽  
Vandana Bhalla ◽  
Manoj Kumar
Keyword(s):  
Self Assembly ◽  
Aqueous Media ◽  
Logic Device

The aggregates of HPB derivative 7 exhibited “on–on” response towards Zn2+ ions and this in situ prepared 7-Zn2+ ensemble was utilized as a “not quenched” probe for detection of PPi ions in aqueous media.

A Pd-Catalyzed in situ domino process for mild and quantitative production of 2,5-dimethylfuran directly from carbohydrates

2017 ◽  
Vol 19 (9) ◽  
pp. 2101-2106 ◽  
Author(s):  
Hu Li ◽  
Wenfeng Zhao ◽  
Anders Riisager ◽  
Shunmugavel Saravanamurugan ◽  
Zhongwei Wang ◽  
...  
Keyword(s):  
Catalytic System ◽  
Mild Conditions

A sustainable catalytic system is developed to be efficient for producing the biofuel 2,5-dimethylfuran directly from carbohydrate biomass via an in situ domino process under mild conditions.

Copolymer Nanoparticles Prepared by Self-Assembly of Poly(ethylene glycol) and Poly-γ-Glutamic Acid and its Characteristics

2013 ◽  
Vol 662 ◽  
pp. 136-139
Author(s):  
Ge Yang ◽  
Ke Shuai Lu ◽  
Xue Yan Su
Keyword(s):  
Ethylene Glycol ◽  
Glutamic Acid ◽  
Size Distribution ◽  
Self Assembly ◽  
Aqueous Media ◽  
Poly Ethylene Glycol ◽  
Polyelectrolyte Complexes ◽  
Self Assembling ◽  
Transmission Electron ◽  
Poly Ethylene

The paper describes the preparation and characterization of novel biodegradable nanoparticles based on self-assembly of poly-gamma-glutamic acid (γ-PGA) and poly(ethylene glycol) (PEG). The nanosystems were stable in aqueous media at low pH conditions. Solubility of the systems was determined by turbidity measurements. The particle size and the size distribution of the polyelectrolyte complexes were identified by dynamic lightscattering and transmission electron microscopy.It was found that the size and size distribution of the nanosystems depends on the concentrations of γ-PGA and PEG solutions and their ratio as well as on the pH of the mixture and the order of addition. The diameter of individual particles was in the range of 30–270 nm. measured by TEM, and the average hydrodynamic diameters were between 130 and 300 nm. These biodegradable, self-assembling stable nanocomplexes might be useful for several biomedical applications.

scholarly journals In situ kinetic measurements of α-synuclein aggregation reveal large population of short-lived oligomers

PLoS ONE ◽  
2021 ◽  
Vol 16 (1) ◽  
pp. e0245548
Author(s):  
Enrico Zurlo ◽  
Pravin Kumar ◽  
Georg Meisl ◽  
Alexander J. Dear ◽  
Dipro Mondal ◽  
...  
Keyword(s):  
Self Assembly ◽  
Large Population ◽  
Paramagnetic Resonance ◽  
Kinetic Measurements ◽  
Toxic Species ◽  
Self Assembling ◽  
Wide Range ◽  
Electron Paramagnetic

Knowledge of the mechanisms of assembly of amyloid proteins into aggregates is of central importance in building an understanding of neurodegenerative disease. Given that oligomeric intermediates formed during the aggregation reaction are believed to be the major toxic species, methods to track such intermediates are clearly needed. Here we present a method, electron paramagnetic resonance (EPR), by which the amount of intermediates can be measured over the course of the aggregation, directly in the reacting solution, without the need for separation. We use this approach to investigate the aggregation of α-synuclein (αS), a synaptic protein implicated in Parkinson’s disease and find a large population of oligomeric species. Our results show that these are primary oligomers, formed directly from monomeric species, rather than oligomers formed by secondary nucleation processes, and that they are short-lived, the majority of them dissociates rather than converts to fibrils. As demonstrated here, EPR offers the means to detect such short-lived intermediate species directly in situ. As it relies only on the change in size of the detected species, it will be applicable to a wide range of self-assembling systems, making accessible the kinetics of intermediates and thus allowing the determination of their rates of formation and conversion, key processes in the self-assembly reaction.

Chiral Silver Alkoxide Catalyzed Asymmetric Aldol Reaction of Alkenyl Esters with Isatins

Synlett ◽  
2021 ◽  
Author(s):  
Akira Yanagisawa ◽  
Aiko Kawada
Keyword(s):  
Aldol Reaction ◽  
Optically Active ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction ◽  
High Yields

AbstractA catalytic enantioselective aldol reaction of alkenyl esters with isatins was achieved using a DM-BINAP·AgOTf complex as the chiral precatalyst and N,N-diisopropylethylamine as the base precatalyst in the presence of methanol or 2,2,2-trifluoroethanol. Optically active 3-alkylated 3-hydroxy-2-oxindoles having up to 98% ee were diastereoselectively obtained in moderate to high yields not only from cyclic alkenyl esters but also from acyclic ones through the in situ generated chiral silver enolates.

[bmim]PF6/KOH: A Recyclable Catalytic System for an Azide–Arylacetaldehyde [3 + 2] Cycloaddition

2017 ◽  
Vol 41 (11) ◽  
pp. 631-635
Author(s):  
Yuqin Jiang ◽  
Kai Wu ◽  
Xuxia Tan ◽  
Dandan Zhang ◽  
Wenpei Dong ◽  
...  
Keyword(s):  
Transition Metal ◽  
Organic Solvent ◽  
Catalytic System ◽  
Room Temperature ◽  
Reaction Medium ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Green Protocol ◽  
Mild Conditions

A fast and green protocol for the synthesis of 1,4-disubstituted 1,2,3-triazoles from azides and arylacetaldehydes at room temperature was developed using [bmim]PF6/KOH as the reaction medium. It was found that the in situ-generated carbene from [bmim]PF6/KOH acted as the catalyst. In the absence of a transition-metal catalyst and organic solvent, this azide–arylacetaldehyde [3 + 2] cycloaddition proceeds efficiently, with high levels of regioselectivity, broad range of substrates, excellent yields and simple operation under mild conditions.

scholarly journals Cs2CO3/[bmim]Br as an Efficient, Green, and Reusable Catalytic System for the Synthesis of N-Alkyl Derivatives of Phthalimide under Mild Conditions

2008 ◽  
Vol 2008 ◽  
pp. 1-4 ◽  
Author(s):  
Alireza Hasaninejad ◽  
Abdolkarim Zare ◽  
Ahmad Reza Moosavi-Zare ◽  
Fatemeh Khedri ◽  
Rahimeh Rahimi ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Catalytic System ◽  
Reaction Times ◽  
Catalytic Amount ◽  
Conjugate Addition ◽  
Reaction Conditions ◽  
Mild Conditions ◽  
Alkyl Derivatives ◽  
High Yields ◽  
Derivatives Of

Aza-conjugate addition of phthalimide to α,β-unsaturated esters efficiently achieves in the presence of catalytic amount of Cs2CO3 and ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br) under mild reaction conditions (70°C) to afford N-alkyl phthalimides in high yields and relatively short reaction times.

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