A5039638886- Carbohydrate Chemistry and Synthesis
- Natural product bioactivities and synthesis
- Photosynthetic Processes and Mechanisms
- Glycosylation and Glycoproteins Research
- Luminescence and Fluorescent Materials
- Analytical Chemistry and Chromatography
- Phytochemistry and Bioactive Compounds
- Plant and Biological Electrophysiology Studies
- Carbon and Quantum Dots Applications
- Plant Stress Responses and Tolerance
- Covalent Organic Framework Applications
- Chemical synthesis and alkaloids
- Electrochemical sensors and biosensors
- Phytochemistry and Biological Activities
- Photoreceptor and optogenetics research
- Enzyme Catalysis and Immobilization
- Synthesis of β-Lactam Compounds
- Phytochemical Studies and Bioactivities
- Plant Molecular Biology Research
- Plant biochemistry and biosynthesis
- Chemical Synthesis and Analysis
- Synthesis and Biological Activity
- Mass Spectrometry Techniques and Applications
- Plant responses to elevated CO2
- Gold and Silver Nanoparticles Synthesis and Applications
Singapore-MIT Alliance for Research and Technology
2019-2025
Nanyang Technological University
2014-2025
University of Bristol
2016
Gibberellins (GAs) are a class of phytohormones, important for plant growth, and very difficult to distinguish because their similarity in chemical structures. Herein, we develop the first nanosensors GAs by designing engineering polymer-wrapped single-walled carbon nanotubes (SWNTs) with unique corona phases that selectively bind bioactive GAs, GA3 GA4, triggering near-infrared (NIR) fluorescence intensity changes. Using new coupled Raman/NIR fluorimeter enables self-referencing nanosensor...
Abstract Increased exposure to environmental stresses due climate change have adversely affected plant growth and productivity. Upon stress, plants activate a signaling cascade, involving multiple molecules like H 2 O 2, hormones such as salicylic acid (SA) leading resistance or stress adaptation. However, the temporal ordering composition of resulting cascade remains largely unknown. In this study we developed nanosensor for SA multiplexed it with simultaneous monitoring stress-induced...
The AgriFood systems in tropical climates are under strain due to a rapid increase human population and extreme environmental conditions that limit the efficacy of packaging technologies extend food shelf life guarantee safety. To address these challenges, we rationally designed biodegradable materials sense spoilage prevent molding. We nanofabricated interface 2D covalent organic frameworks (COFs) reinforce silk fibroin (SF) obtain membranes with augmented mechanical properties displayed an...
Molecules chemically synthesized as periodic two-dimensional (2D) frameworks via covalent bonds can form some of the highest-surface area and -charge density particles possible. There is significant potential for applications such nanocarriers in life sciences if biocompatibility be achieved; however, synthetic challenges remain avoiding kinetic traps from disordered linking during 2D polymerization compatible monomers, resulting isotropic polycrystals without a long-range order. Here, we...
Synthetic auxins such as 1-naphthalene acetic acid (NAA) and 2,4-dichlorophenoxyacetic (2,4-D) have been extensively used in plant tissue cultures herbicides because they are chemically more stable potent than most endogenous auxins. A tool for rapid planta detection of these compounds will enhance our knowledge about hormone distribution signaling facilitate efficient usage synthetic agriculture. In this work, we show the development real-time nondestructive NAA 2,4-D nanosensors based on...
The corona phase—the adsorbed layer of polymer, surfactant, or stabilizer molecules around a nanoparticle—is typically utilized to disperse nanoparticles into solution solid phase. However, this phase also controls molecular access the nanoparticle surface, property important for catalytic activity and sensor applications. Unfortunately, few methods can directly probe structure phase, which is subcategorized as either hard, immobile soft, transient in exchange with components bulk solution....
Fluorescent nanosensors operating in planta have shown recent success toward informing basic plant biology and agricultural applications. We developed near-infrared (NIR) fluorescent using the Corona Phase Molecular Recognition (CoPhMoRe) technique that distinguish Fe(II) Fe(III) species with limit of detection as low 10 nM. An anionic poly(p-phenyleneethynylene) (PPE) polyelectrolyte wrapped single-walled carbon nanotube (SWNT) shows up to 200% turn-on 85% turn-off responses Fe(III),...
Acteoside is a prominent phenylethanoid glycoside (PhG) with diverse pharmacological activities. However, its chemical synthesis has been challenging due to the reliance on extensive protection/deprotection strategies, leading lengthy routes and low overall yields. Herein, we present streamlined efficient synthetic approach that minimizes complexity while improving efficiency. The strategy, which gave acteoside in 18.6% yield over just 6 steps, employs key regio‐ chemoselective...
Auxin, particularly indole-3-acetic acid (IAA), is a phytohormone critical for plant growth, development, and response to environmental stresses like shade avoidance syndrome thermomorphogenesis. Despite its importance, there no existing method that allows convenient direct detection of IAA in various species. Here, we introduce near-infrared fluorescent nanosensor directly measures planta using corona phase molecular recognition with high selectivity, specificity, spatiotemporal resolution....
Abstract Auxins, particularly indole-3-acetic acid (IAA), is a phytohormone critical for plant growth, development, and response to environmental stimuli. Despite its importance, there lack of species-independent sensors that allow direct reversible detection IAA. Herein, we introduce novel near infrared fluorescent nanosensor spatial temporal measurement IAA in planta using Corona Phase Molecular Recognition. The shows high specificity vitro was validated localize function cells. sensor...
A mild and convenient method for the synthesis of α‐glycosyl chlorides in high 80–96 % yields within 15–30 min using 2‐chloro‐1,3‐dimethylimidazolinium chloride (DMC) is disclosed. The has a wide substrate scope compatible with labile OH protecting groups, including benzyl, acetyl, benzoyl, isopropylidene, benzylidene, TBDMS ( tert ‐butyldimethylsilyl), TBDPS ‐butyldiphenylsilyl) groups. excellent α selectivity obtained this reaction attributed to in‐situ isomerization β‐glycosyl more stable...
The synthesis of ( R )‐1‐benzyl‐5‐(hydroxymethyl)‐2‐piperidone 1 ) from key synthon monoacetate )‐ 3 has been accomplished conveniently in 6 steps with 93 % ee and 44 overall yield. step involved lipase AK‐mediated desymmetrization diol 4 to produce Additionally, diacetate 5 readily provided access S 54
An efficient and practical three-step synthesis of phenylpropanoid glycosides calceolarioside A syringalide B in >62% overall yield is disclosed. The key step involves the chemoselective regioselective direct O-4 cinnamoylation unprotected 2-phenylethyl-β-d-glucosides with cinnamic anhydrides using a chiral 4-pyrrolidinopyridine organocatalyst. This approach serves as model for short acylated at without protection/deprotection steps.
A convenient synthesis of phenylpropanoid glycoside osmanthuside-B6 is disclosed. The key steps involved regioselective coumaroylation and rhamnosylation unprotected phenylethyl-β-d-glucopyranoside to give 2- 3-O-rhamnosyl orthoester glucopyranosides. Rearrangement these orthoesters followed by selective removal their acetyl allyl groups gave in 22% overall yield. rearrangement a newly discovered glucose-rhamnose double isomerization process that has the potential provide access many complex...
Design aspects of metal-free nitrogen-based catalysts and their influence on the yield in Henry reaction are disclosed. <i>C</i> <sub>1</sub>-Symmetric, <i>N</i>,<i>N</i>-1,2-disposed amine-imine type were found to be most efficient. <sub>1</sub>-<i>N</i>,<i>N</i>-1,2-Disposed 1,2,3,4-tetrahydro-1,1′-biisoquinoline selectively efficiently catalyzed addition nitromethane α-keto esters aldehydes giving exclusively corresponding β-nitro alcohol adducts excellent yields under very mild conditions.
Application of chiral tetrahydroisoquinoline and bistetrahydroisoquinoline scaffolds in asymmetric reactions is limited by the inefficient synthesis their structural variants. We have conveniently synthesized 24 such variants applied them as ligands enantioselective Henry reaction. The conformational rigidity these size coordination sphere control enantioselectivity products. conformationally rigid THIQ–Cu(OAc)<sub>2</sub>·H<sub>2</sub>O complex successfully catalyzed reaction between...
Phenylpropanoid sucrose esters (PSEs) are plant-derived metabolites that exist widely in medicinal plants and possess important bioactivities.
An efficient modular stereoselective synthesis of highly functionalized tetrahydroisoquinolines and <i>C<sub>2</sub> </i>-1,1′-bitetrahydroisoquinolines chiral ligands is disclosed. The synthetic methodology relies on direct Pictet–Spengler cyclization between (<i>S</i>)-4-benzyloxazolidin-2-ones various mono- dialdehydes using inexpensive sulfuric acid as the catalyst.
Gibberellins (GAs) are a class of phytohormones, important for plant growth, and very difficult to distinguish because their similarity in chemical structures. Herein, we develop the first nanosensors GAs by designing engineering polymer-wrapped single-walled carbon nanotubes (SWNTs) with unique corona phases that selectively bind bioactive GAs, GA 3 4 , triggering near-infrared (NIR) fluorescence intensity changes. Using new coupled Raman/NIR fluorimeter enables self-referencing nanosensor...