Self-Assembled Metal-Coordination Nanohelices as Efficient and Robust Chiral Supramolecular Catalysts for Enantioselective Reactions.

The development of chiral nanostructures-based supramolecular catalysts with satisfied enantioselectivity remains a significantly more challenging task. Herein, the synthesis and self-assembly of various amino acid amphiphiles as chiral supramolecular catalysts after metal ion coordination is reported and systematically investigate their enantioselectivity in asymmetric Diels-Alder reactions. In particular, the self-assembly of l/d-phenylglycine-based amphiphiles (l/d-PhgC16) and Cu(II) into chiral supramolecular catalysts in the methanol/water solution mixture is described, which features the interesting M/P nanohelices (diameter ≈8 nm) and mostly well-aligned M/P nanoribbons (NRs). The M/P supramolecular catalysts show both high but inverse enantioselectivity (>90% ee) in Diels-Alder reactions, while their monomeric counterparts display nearly racemic products. Analysis of the catalytic results suggests the outstanding enantioselectivities are closely related to the specific stereochemical microenvironment provided by the arrangement of the amphiphiles in the supramolecular assembly. Based on the experimental evidence of chirality transfer from supramolecular nanohelices to coordinated Cu(II) and substrate aza-chalcone and the molecular dynamics simulations, the enantioselective catalytic mechanisms are proposed. Moreover, the relationships between molecular structures of amino acid amphiphiles (the hydrophilic head group and hydrophobic alkyl chain length) in supramolecular catalysts and enantioselectivity in Diels-Alder reactions are elaborated.

Unraveling intratumoral complexity in metastatic dermatofibrosarcoma protuberans through single-cell RNA sequencing analysis.

Dermatofibrosarcoma protuberans (DFSP) stands as a rare and locally aggressive soft tissue tumor, characterized by intricated molecular alterations. The imperative to unravel the complexities of intratumor heterogeneity underscores effective clinical management. Herein, we harnessed single-cell RNA sequencing (scRNA-seq) to conduct a comprehensive analysis encompassing samples from primary sites, satellite foci, and lymph node metastases. Rigorous preprocessing of raw scRNA-seq data ensued, and employing t-distributed stochastic neighbor embedding (tSNE) analysis, we unveiled seven major cell populations and fifteen distinct subpopulations. Malignant cell subpopulations were delineated using infercnv for copy number variation calculations. Functional and metabolic variations of diverse malignant cell populations across samples were deciphered utilizing GSVA and the scMetabolism R packages. Additionally, the exploration of differentiation trajectories within diverse fibroblast subpopulations was orchestrated through pseudotime trajectory analyses employing CytoTRACE and Monocle2, and further bolstered by GO analyses to elucidate the functional disparities across distinct differentiation states. In parallel, we segmented the cellular components of the immune microenvironment and verified the presence of SPP1+ macrophage, which constituted the major constituent in lymph node metastases. Remarkably, the CellChat facilitated a comprehensive intercellular communication analysis. This study culminates in an all-encompassing single-cell transcriptome atlas, propounding novel insights into the multifaceted nature of intratumor heterogeneity and fundamental molecular mechanisms propelling metastatic DFSP.

Alleviation of Photoreceptor Degeneration Based on Fullerenols in rd1 Mice by Reversing Mitochondrial Dysfunction via Modulation of Mitochondrial DNA Transcription and Leakage.

Poor therapeutic outcomes of antioxidants in ophthalmologic clinical applications, including glutathione during photoreceptor degeneration in retinitis pigmentosa (RP), are caused by limited anti-oxidative capacity. In this study, fullerenols are synthesized and proven to be highly efficient in vitro radical scavengers. Fullerenol-based intravitreal injections significantly improve the flash electroretinogram and light/dark transition tests performed for 28 days on rd1 mice, reduce the thinning of retinal outer nuclear layers, and preserve the Rhodopsin, Gnat-1, and Arrestin expressions of photoreceptors. RNA-sequencing, RT-qPCR, and Western blotting validate that mitochondrial DNA (mt-DNA)-encoded genes of the electron transport chain (ETC), such as mt-Nd4l, mt-Co1, mt-Cytb, and mt-Atp6, are drastically downregulated in the retinas of rd1 mice, whereas nuclear DNA (n-DNA)-encoded genes, such as Ndufa1 and Atp5g3, are abnormally upregulated. Fullerenols thoroughly reverse the abnormal mt-DNA and n-DNA expression patterns of the ETC and restore mitochondrial function in degenerating photoreceptors. Additionally, fullerenols simultaneously repress Flap endonuclease 1 (FEN1)-mediated mt-DNA cleavage and mt-DNA leakage via voltage-dependent anion channel (VDAC) pores by downregulating the transcription of Fen1 and Vdac1, thereby inactivating the downstream pro-inflammatory cGAS-STING pathway. These findings demonstrate that fullerenols can effectively alleviate photoreceptor degeneration in rd1 mice and serve as a viable treatment for RP.

Development of human retinal organoid models for bisphenol toxicity assessment.

Bisphenols, including Bisphenol A (BPA), Tetrabromobisphenol A (TBBPA), and Tetrabromobisphenol S (TBBPS), have been widely applied in the production of polycarbonate plastics and epoxy resins and have been detected in the environment worldwide. The frequent detection of bisphenols in maternal and fetal samples has raised concerns about their toxic effects on human embryonic development, especially on the development of the central nervous system. However, the effect of bisphenols on human retinal development is still unknown. In this study, to evaluate the toxicity of bisphenols on early retinal development, human embryonic stem cells were induced to differentiate into retinal organoids that responded to BPA, TBBPA, and TBBPS, at human exposure relevant concentrations. The global gene expression of retinal organoids was analyzed by RNA sequencing (RNA-seq). A set of retinal development-related biological processes, including neuron differentiation, phototransduction, axon guidance, and retina layer formation, were identified in retinal organoids corresponding to different developmental stages. The RNA-seq data also showed that BPA, TBBPA, and TBBPS influenced retinal development by interfering with the Cytokine-cytokine receptor interaction pathway. HSPA6, HIF1A-AS3, CDC20B, IL19, OAS1, HSPA7, and RN7SK were dysregulated by these chemicals. Additionally, BPA, TBBPA, and TBBPS exhibited different toxic effects on neural retina development, with TBBPA appearing to exert more toxicity than BPA and TBBPS. Furthermore, three bisphenols exhibited different effects at different stages of neural retina development. The sensitivity of retinal development to bisphenols depends on their developmental stage. This study provides new insights into the deep dissection of retinotoxicity after prenatal bisphenol exposure.

Chiral Supramolecular Polymers Assembled by Amphiphilic Oligopeptide-Perylene Diimides and High Electrochemical Sensing.

Various secondary structures, for example, ß-sheet hydrogen bonds formed by oligopeptides exhibiting high directionality and selectivity provide a new avenue to regulate optoelectronic performances of supramolecular assemblies constructed by π-conjugated chromophores. In this work, oligopeptide-perylene diimides (AUPDIs) are synthesized to generate ß-sheet strands which guide the formation of chiral supramolecular polymers with a diversity of morphologies in combination with the π-π stacking even in aqueous media. Complex morphology transitions are successfully controlled by simply adjusting the water volume fraction in the binary solvent of water and tetrahydrofuran from spherical hollow aggregates to long helical nanowires and to short nanofibers. The mechanism of the assembly changes from cooperative to the isodesmic model relying on AUPDI concentrations. This originates from the transformation in the ß-sheet that regulates profoundly the arrangement of the AUPDI molecules. Prominently efficient and positive electronic sensing to triethylamine for highly helical nanowires engenders due to the highly ordered helical arrangement within the nanowires, fourfold of the short nanofibers.

Improved ordering and lubricating properties using graphene in lamellar liquid crystals of Triton X-100/CnmimNTf2/H2O.

Graphene has been studied extensively owing to its excellent lubricity performance. However, when used as lubricant additives, graphene layers tend to agglomerate and precipitate; further, poor dispersion will reduce the lubrication performance. Herein, graphene was evenly dispersed in Triton X-100/1-alkyl-3-methylimidazole ditrifluorosulfonylimide (CnmimNTf2)/H2O (n = 8, 12, and 16) lamellar liquid crystals (LLCs). The effects of the graphene concentration on the microstructures of the LLCs are detected by 2H NMR and small angle X-ray scattering measurements and their rheological and tribological performance are investigated in detail. The addition of 0.30 mg mL-1 graphene into the Triton X-100/C16mimNTf2/H2O LLC system led to a 15% reduction in the friction coefficient and 65% reduction in the wear volume when compared with the pure LLCs. The synergistic effect of the graphene and LLC hybrid system efficiently improved the lubrication performance, which is attributed to the higher order of the amphiphilic molecules and the thicker amphiphilic bilayer. The generated tribofilm formed by the physical adsorption and the tribochemical reaction of LLCs on the surface of steel is conducive to lubricity protection from abrasion. This study reveals that with the understanding of the microstructure change mechanism, the combination of graphene and LLCs could provide a new path to the design of a novel lubricant that can be utilized in nanostructures for energy saving applications.

Self-Assembled Dual Helical Nanofibers of Amphiphilic Perylene Diimides with Oligopeptide Substitution.

We designed an asymmetric amphiphilic perylene diimide (PDI) with the oligopeptide substituting one of the imides. The self-assembly mechanism of this PDI in different solvents was investigated. Right-handed "dual" helical nanofibers/nanowires with a uniform lateral dimension of ∼8 nm are constructively self-assembled. The long-term ordered degree within the nanofibers stems from the delicate balance between π-π stacking of the PDI rings and ß-sheet-like hydrogen bond formed by the oligopeptide. The synergistic interplay between the hydrogen bond and π-π stacking rather than competition endows the nanofibers with the controllable longitudinal dimensions by different factors such as the concentration and solvents. The transition from the nanofibers to the small aggregates is also achieved by the addition of trifluoroacetic acid because of breakup of the hydrogen bonds, which is reversed by further addition of trimethylamine. The acid-base stimulation can be extended to different solvents as long as the existence of the unique hydrogen bonds.

Batch-Scale Preparation of Reverse Janus Emulsions.

A strategy is proposed to produce novel (W1 + W2)/O reverse Janus emulsions in batch scale simply by one-step vortex mixing. Aqueous two-phase systems (ATPSs), i.e., two immiscible aqueous phases dominated by sodium carbonate and ethanol, respectively, are employed as inner phases and vegetable oil (VO) as continuous phase. The geometry of the Janus droplets, although formed as a result of a kinetic process, is tunable and controllable easily by adjusting the composition of ATPSs based on three-phase diagram. Reducing the relatively higher water/oil interfacial tensions to a comparable value of water/water interface, which is extremely low in order of 0.1 mN/m, is achieved by employing a fluorocarbon surfactant. Moreover, the weak acid-induced deprotonation of the fatty acid in the VO phase due to the presence of sodium carbonate also contributes to the lower water/oil interfacial tension. The total free-energy values calculated verify the overwhelmingly favored Janus geometry, which indicates that this topology is heavily preformed as local equilibrium state. The approach proposed provides vehicle for the synthesis of aqueous-based materials with various advanced morphologies.

Microstructure and Tribological Properties of Lamellar Liquid Crystals Formed by Ionic Liquids as Cosurfactants.

Lamellar liquid crystals (LLCs) have been shown to have lubrication properties in many documents due to their bilayer structure. Ionic liquids are often used as additive or surfactant in LLCs. However, ionic liquids used as cosurfactants, which lead to a transition from the hexagonal liquid crystals to LLCs, are relatively rare. Herein, the microstructure of Triton X-100/C nmimNTf2/H2O LLCs formed by using 1-alkyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ionic liquid (C nmimNTf2, n = 8, 12, 16) as cosurfactant has been determined by polarized light microscopy, small angle X-ray scattering, and 2H NMR technique, and their rheological and tribological properties were investigated. These LLCs show good friction-reducing and antiwear performances. The correlation between the microstructure of the LLCs and their lubricating mechanism is established. The increase of the concentration of C nmimNTf2 and the length of alkyl chain in the LLCs can lead to an obvious reduction in friction coefficients and wear volumes, which are attributed to the higher order of amphiphilic molecules, the thickness of the amphiphilic bilayer, and the smaller cross-sectional area of the polar head group at the hydrophilic and hydrophobic interfaces. The protective film formed by the physical adsorption of ionic liquid LLCs on the surface of friction disk pair and the tribochemical reaction has effectively promoted the lubrication effect. The good lubricating property and antiwear capability indicate their promising and potential applications in water lubrication and biological lubrication.

Anisotropic Particles Templated by Cerberus Emulsions.

A strategy to the batch-scale fabrication of anisotropic particles with diverse morphologies and various chemical compositions is reported by applying the highly structured fluids of Cerberus emulsions as templates. The Cerberus emulsions are produced simply by traditional one-step vortex mixing the surfactant aqueous solution with three immiscible oils which are selectively photocurable or incurable. Anisotropic particles are subsequently fabricated by UV-induced polymerization. The diversity in the morphology of the particles is provided by the various controllable geometries of the Cerberus droplets. Various droplet morphologies of "engulfed-linear", "partial-engulfed-linear", and "linear-singlet" are obtained by employing various oil combinations. Precise control of the volume fraction of each segment within the droplet is realized on the basis of the three-phase diagram of the oils. The wide size range is achieved from hundreds of micrometers continuously down to nanometers, with topology remaining. In addition, for a matrix droplet with a fixed morphology, the multiplicity in the chemical composition and in the geometry of the resultant anisotropic particles is realized by selectively polymerizing one, two, or three of the oil lobes. Morphologies of "crescent moon", "etched-Janus", and "sandwich-Janus" are obtained with homogeneous or multiple distinct chemical compositions. The reported strategy is universal and can be extended to a huge family of polymeric anisotropic particles.

Viscoelastic wormlike micelles formed by ionic liquid-type surfactant [C16imC8]Br towards template-assisted synthesis of CdS quantum dots.

In this paper, viscoelastic wormlike micelles consisting of cationic liquid-type surfactant, 1-hexadecyl-3-octyl imidazolium bromide ([C16imC8]Br), water and different additives were utilized for the synthesis of CdS quantum dots. First, the influence of different additives, such as [Cd(NH3)6]Cl2 and ethanethioamid (precursors for the synthesis of CdS quantum dots), and temperature on the viscoelasticity of the [C16imC8]Br aqueous solution was studied by dynamic and steady rheology. Furthermore, the synthesized CdS quantum dots and their photoluminescence properties were characterized by transmission electron microscopy (TEM), UV-Vis absorption spectroscopy, X-ray diffraction (XRD) and energy-dispersive X-ray spectroscopy (EDX). In the end, the mechanism for the synthesis of CdS quantum dots in [C16imC8]Br wormlike micelles is proposed.

Janus Particles Templated by Janus Emulsions and Application as a Pickering Emulsifier.

One-step vibrational mixing has afforded the batch-scale preparation of a Janus emulsion. The fabrication of Janus particles (JPs) templated by Janus emulsions was motivated by the topology and composition of the Janus droplets being highly tunable and controllable. Two immiscible polymerizable monomers were introduced as inner phases of the Janus emulsion. The advanced geometry of the resultant JPs was easily and precisely controlled from "snowman" to "dumbbell" by adjusting the mass ratio of two oils in the initial emulsion. The surface coverage of one lobe to the other was tuned by adjusting the mass ratio of mixed surfactants. Moreover, the size of JPs was able to be extended continuously from hundreds of micrometers to a few hundred nanometers while their morphologies remained within this wide size range. The proposed strategy is a universal technique in the synthesis of a family of composite polymeric JPs with both chemical and shape anisotropy. In addition, the as-generated chemically biphasic JPs were applied as emulsifiers to stabilize Pickering emulsions, and more attractively, emulsion inversion was readily achieved by choosing JPs with different morphologies.

Single, Janus, and Cerberus emulsions from the vibrational emulsification of oils with significant mutual solubility.

Single, Janus, and Cerberus emulsions are prepared in one system consisting of three oils: silicone (SO), fluorocarbon (FO) and ethoxylated trimethylolpropane triacrylate (ETPTA) with mutual solubility. An aqueous solution of Pluronic F127, which is an poly(ethylene oxide)/poly(propylene oxide) co-polymer of average composition EO97PO68EO97, was employed as the continuous phase. The three-dimensional phase diagram of the oils was determined, and different oil compositions within the various regions of the phase diagram were emulsified by one-step vortex mixing with an F127 aqueous solution. The result showed single, Janus, and Cerberus emulsions within the different regions of the phase diagram; i.e. the emulsions reflected the equilibrium system. The topology of the Cerberus droplets is to an overwhelming extent linear-singlet and exclusively lobe order of EF/FO/SF. Since the results indicate a significant effect of the equilibrium interfacial tensions on the drop topology, thermodynamic calculations were made using the experimentally determined interfacial tensions. The results, as expected, show that the Cerberus emulsions are thermodynamically preferred over separate drops of the individual oils. In addition, the calculations demonstrate that the order of lobes within a drop is thermodynamically favored.

Impact of Alkyl Chain Length on the Transition of Hexagonal Liquid Crystal-Wormlike Micelle-Gel in Ionic Liquid-Type Surfactant Aqueous Solutions without Any Additive.

The search for functional supramolecular aggregations with different structure has attracted interest of chemists because they have the potential in industrial and technological application. Hydrophobic interaction has great influence on the formation of these aggregations, such as hexagonal liquid crystals, wormlike micelles, hydrogels, etc. So a systematical investigation was done to investigate the influence of alkyl chain length of surfactants on the aggregation behavior in water. The aggregation behavior of 1-hexadecyl-3-alkyl imidazolium bromide and water has been systematically investigated. These ionic liquid surfactants are denoted as C16-Cn (n = 2, 3, 4, 6, 8, 9, 10, 12, 14, 16). The rheological behavior and microstructure were characterized via a combination of rheology, cryo-etch scanning electron microscopy, polarization optical microscopy, and X-ray crystallography. The alkyl chain has great influence on the formation of surfactant aggregates in water at the molecular level. With increasing alkyl chain length, different aggregates, such as hexagonal liquid crystals, wormlike micelles, and hydrogels can be fabricated: C16-C2 aqueous solution only forms hexagonal liquid crystal; C16-C3 aqueous solution forms wormlike micelle and hexagonal liquid crystal; C16-C4, C16-C6 and C16-C8 aqueous solutions only form wormlike micelle; C16-C9 aqueous solution experiences a transition between wormlike micelle and hydrogel; C16-C10, C16-C12, C16-C14 and C16-C16 only form hydrogel. The mechanism of the transition of different aggregation with increasing alkyl chain length was also proposed.

Concentration and temperature induced dual-responsive wormlike micelle to hydrogel transition in ionic liquid-type surfactant [C16imC9]Br aqueous solution without additives.

A highly viscoelastic fluid formed by the ionic liquid-type surfactant 1-hexadecyl-3-nonyl imidazolium bromide ([C16imC9]Br) in water in the absence of any additive was studied. The phase behavior and morphology of aggregates were studied by a combination of rheological techniques, small-angle X-ray scattering (SAXS), cryo-etch-scanning electron microscopy (cryo-etch-SEM) and freeze-fractured transmission electron microscopy (FF-TEM). [C16imC9]Br aqueous solutions showed interesting rheological behavior as a function of both concentration and temperature, which invoked a transition between wormlike micelles and hydrogels. With the increase in [C16imC9]Br concentration, the aqueous solution could form viscoelastic wormlike micelles (50-80 mM), hydrogels (90-110 mM) and wormlike micelles (120-180 mM). As the temperature increased, the hydrogels (90-110 mM) could also transit to wormlike micelles. The unusual phase transition between wormlike micelles and elastic hydrogels was postulated to be the change of the average micellar length.

Droplet topology control of Janus emulsion prepared in one-step high energy mixing.

Droplet topology of a Janus emulsion in a vegetable oil (VO)/silicone oil (SO)/Tween 80 aqueous solution (Aq) system prepared in a one-step high energy mixing was investigated, mainly by image observation. Quantitative information of the topology was analyzed referring to the curvature of VO/SO interface, the location of contact plane, and the volume ratio of VO/SO within individual droplets. The results show that the "stable Janus emulsion" region in the phase map enlarges with surfactant concentration. The average volume ratio of two oil lobes within an individual Janus droplet agrees with the emulsion composition in the "stable Janus emulsion" region, which means that the droplet topology can be controlled by the emulsion preparation process within realistic limits. The volume ratio of VO/SO within individual droplet ranges from about 0.54 to 0.17 in the VO/SO/3 wt% Tween 80(Aq) system, beyond which separate VO and SO droplets are observed. The topology of a Janus droplet is found to be determined by both the contact angle of three liquids in the contact line and the location of the contact plane. The contact angle of the oil cap is determined by the interfacial tension referring to the local equilibrium. The location of the contact plane is the dominant factor determining the volume ratio of two oil lobes. Composition change in the emulsion results in the corresponding tune of the location of contact plane and subsequently, the volume ratio of two oils within Janus droplets.

A tripeptide (NSK) inhibits Japanese encephalitis virus infection in vitro and in vivo.

Japanese encephalitis virus (JEV) is a major pathogen that can cause acute viral encephalitis in both humans and animals. Domain III of the viral envelope protein (EDIII) is involved in binding to host cell receptor(s) to facilitate virus entry. Our previous study showed that the loop3 peptide of EDIII possesses antiviral activity against JEV infection. In this paper, we demonstrate that three residues (NSK) in loop3 are responsible for the antiviral activity of loop3 peptide. In vitro experiments showed that the tripeptide NSK could inhibit JEV infection in both BHK-21 and Neuro-2A cells by inhibiting attachment of JEV to the cells, with IC50 values of 8 µM and 6.5 µM, respectively. In vivo experiments showed that the tripeptide could increase the survival of mice challenged with JEV to 75 % when administrated intracerebrally. Therefore, this tripeptide may serve as the basis for the development of novel antiviral agents against Japanese encephalitis virus infection.

Controllable enzymatic hydrolysis in reverse Janus emulsion microreactors.

HYPOTHESIS: The key feature of living cells is multicompartmentalization for enzymatic reactions. Artificial cell-like multicompartments with micro domains are appealing to mimic the biological counterparts. In addition, establishing a sustainable, efficient, and controllable reaction system for enzymatic hydrolysis is imperative for the production of natural fatty acids from animal and plant-based fats. EXPERIMENTS: Reverse Janus emulsion microreactors, i.e. (W1 + W2)/O, is constructed through directly using natural fats as continuous phase and aqueous two-phase solutions (ATPS) as inner phases. Enzyme is confined in the compartmented aqueous droplets dominated by the salt of Na2SO4 and polyethylene glycol (PEG). Enzyme catalyzed ester hydrolysis employed as a model reaction is performed under the conditions of agitation-free and mild temperature. Regulation of reaction kinetics is investigated by diverse droplet topology, composition of inner ATPS, and on-demand emulsification. FINDINGS: Excellent enzymatic activity toward hydrolysis of plant and animal oils achieves 88.5 % conversion after 3 h. Compartmented micro domains contribute to condense and organize the enzymes spatially. Timely removal of the products away from reaction sites of oil/water interface "pushed" the reaction forward. Distribution and transfer of enzyme in two aqueous lobes provide extra freedom in the regulation of hydrolysis kinetics, with equilibrium conversion controlled freely from 14.5 % to 88.5 %. Reversible "open" and "shut" of hydrolysis is acheived by on-demand emulsification and spontaneous demulsification. This paper paves the way to advancing progress in compartmentalized emulsion as a sustainable and high-efficiency platform for biocatalytic applications.

Variations in life history parameters, population dynamics, and transcriptome regulation of Brachionus plicatilis exposed to triclosan.

Triclosan (TCS) poses an ecological health risk due to its lipophilic nature, long half-life, and bioconcentration. To evaluate the toxicity of TCS on aquatic organisms, the life history parameters, population dynamics, and transcriptome regulation of Brachionus plicatilis exposed to TCS were investigated. In this study, the fecundity of rotifers was promoted by 25 µg/L of TCS and inhibited by higher concentrations (100 µg/L, 200 µg/L). The reproductive period of rotifers was shortened by 46.24 % but the post-reproductive period was prolonged by 176.47 % in 200 µg/L TCS. Both population growth and life table parameters indicated that a high concentration of TCS (200 µg/L) had negative impacts on population growth. Transcriptomic analysis showed that the effects of TCS on the life history parameters and population dynamics of rotifers were determined by regulating the expression of functional genes in cilium organization and cilium assembly and involved in pathways of focal adhesion.

Complex Droplet Microreactor for Highly Efficient and Controllable Esterification and Cascade Reactions.

A highly efficient complex emulsion microreactor has been successfully developed for multiphasic water-labile reactions, providing a powerful platform for atom economy and spatiotemporal control of reaction kinetics. Complex emulsions, composing a hydrocarbon phase (H) and a fluorocarbon phase (F) dispersed in an aqueous phase (W), are fabricated in batch scale with precisely controlled droplet morphologies. A biphasic esterification reaction between 2-bromo-1,2-diphenylethane-1-ol (BPO) and perfluoro-heptanoic acid (PFHA) is chosen as a reversible and water-labile reaction model. The conversion reaches up to 100 % under mild temperature without agitation, even with nearly equivalent amounts of reactants. This efficiency surpasses all reported single emulsion microreactors, i. e., 84~95 %, stabilized by various emulsifiers with different catalysts, which typically necessitate continuous stirring, a high excess of one reactant, and/or extended reaction time. Furthermore, over 3 times regulation threshold in conversion rate is attained by manipulating the droplet morphologies, including size and topology, e. g., transition from completely engulfed F/H/W double to partially engulfed (F+H)/W Janus. Addition-esterification, serving as a model for triple phasic cascade reaction, is also successfully implemented under agitating-free and mild temperature with controlled reaction kinetics, demonstrating the versatility and effectiveness of the complex emulsion microreactor.