A5049507859- Carbohydrate Chemistry and Synthesis
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Asymmetric Synthesis and Catalysis
- Bioactive Compounds and Antitumor Agents
- Synthetic Organic Chemistry Methods
- Microbial Natural Products and Biosynthesis
- Microbial Metabolites in Food Biotechnology
- Glycosylation and Glycoproteins Research
- Marine Sponges and Natural Products
- Crystallography and molecular interactions
- Immune Cell Function and Interaction
- Chemical Synthesis and Analysis
- Traditional and Medicinal Uses of Annonaceae
- Metal complexes synthesis and properties
- Immunotherapy and Immune Responses
- Pneumocystis jirovecii pneumonia detection and treatment
- Analytical Chemistry and Chromatography
- Heme Oxygenase-1 and Carbon Monoxide
- Chemical Synthesis and Reactions
- Fluorine in Organic Chemistry
- Magnetism in coordination complexes
- Synthesis of Organic Compounds
- Oxidative Organic Chemistry Reactions
- Enzyme Production and Characterization
University of Otago
2015-2025
Syracuse University
2022
Dunedin Public Hospital
2017-2020
MacDiarmid Institute for Advanced Materials and Nanotechnology
2009-2017
AgResearch
2007
University of Manchester
1989-2000
University of Auckland
1982-1983
Glycolipid–peptide conjugates designed to release vaccine components within target cells ensuring potent CD1d dependent T cell responses.
The current study represents the first comprehensive investigation into general antifouling activities of natural drimane sesquiterpene polygodial. Previous studies have highlighted a high effect toward macrofoulers, such as ascidians, tubeworms, and mussels, but no reports about polygodial been communicated before. To probe structural chemical basis for activity, library 11 analogues was prepared by semisynthesis. designed to yield derivatives with ranging polarities ability engage in both...
A prodrug strategy for the release of gasotransmitter carbon monoxide (CO) at physiological pH, based upon 3<italic>a</italic>-bromo-norborn-2-en-7-one Diels–Alder cycloadducts has been developed.
ABSTRACT The C-type lectin dendritic cell (DC)-specific intercellular adhesion molecule 3-grabbing nonintegrin (DC-SIGN) is the major receptor on DCs for mycobacteria of Mycobacterium tuberculosis complex. Recently, we have shown that although mannose caps mycobacterial surface glycolipid lipoarabinomannan (ManLAM) are essential binding to DC-SIGN, genetic removal these did not diminish interaction whole with DC-SIGN and DCs. Here investigated role structurally related glycolipids...
A family of thirteen tetranuclear heterometallic zinc(II)-lanthanide(III) complexes the hexa-imine macrocycle (LPr)6−, with general formula ZnII3LnIII(LPr)(NO3)3·xsolvents (Ln = La, Ce, Pr, Nd, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm or Yb), were prepared in a one-pot synthesis using 3 : 1 reaction zinc(II) acetate, appropriate lanthanide(III) nitrate, dialdehyde 1,4-diformyl-2,3-dihydroxybenzene (H2L1) and 1,3-diaminopropane. hexanuclear homometallic macrocyclic complex...
Mitochondrial oxidative damage contributes to a wide range of pathologies. One therapeutic strategy treat these disorders is targeting antioxidants mitochondria by conjugation the lipophilic triphenylphosphonium (TPP) cation. To date only hydrophobic have been targeted mitochondria; however, extending this approach hydrophilic offers new and research opportunities. Here we report development characterization MitoC, mitochondria-targeted version antioxidant ascorbate. We show that MitoC can...
Internalization of peptides by antigen presenting cells is crucial for the initiation adaptive immune response. Mannosylation has been demonstrated to enhance uptake through mannose receptors, leading improved responses. In this study we test effect surface mannosylation protein-based virus-like particles (VLP) derived from Rabbit hemorrhagic disease virus (RHDV) on murine and human cells. A monomannoside a novel dimannoside were synthesized successfully conjugated RHDV VLP capsid protein,...
The glycation of protein and nucleic acids that occurs as a consequence hyperglycemia disrupts cell function contributes to many pathologies, including those associated with diabetes aging. Intracellular after the generation reactive 1,2-dicarbonyls methylglyoxal glyoxal, disruption mitochondrial is hyperglycemia. However, contribution these dicarbonyls damage in pathology unclear owing uncertainties about their levels within mitochondria cells vivo. To address this we have developed...
This work describes a highly efficient route to an orthogonally protected α-galactosylphytosphingosine (α-GalPhyt) from which 6″-N-modified α-galactosylceramide (α-GalCer) analogues can be synthesized rapidly and on-scale. Key this is the use of d-galactal-derived 1,2-anhydro donor that undergoes α-selective glycosylation with sphingoid acceptor. The resulting α-GalPhyt intermediate deprotected, enabling selective manipulation at either C-6″ position galactose ring or C-2 lipid. utility...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDiazomethyl ketone substrate derivatives as active-site-directed inhibitors of thiol proteases. PapainRichard Leary, David Larsen, Hidehiko Watanabe, and Elliott ShawCite this: Biochemistry 1977, 16, 26, 5857–5861Publication Date (Print):December 1, 1977Publication History Published online1 May 2002Published inissue 1 December 1977https://pubs.acs.org/doi/10.1021/bi00645a033https://doi.org/10.1021/bi00645a033research-articleACS PublicationsRequest...
A major challenge in the development of highly defined synthetic vaccines is codelivery vaccine components (i.e., antigen and adjuvant) to secondary lymphoid tissue induce optimal immune responses. This problem can be addressed by synthesizing that comprise peptide antigens covalently attached glycolipid adjuvants through biologically cleavable linkers. Toward this, a strategy utilizing previously unreported 6″-deoxy-6″-thio analogues α-GalCer undergo chemoselective conjugation with...
Abstract Patients undergoing cardiopulmonary bypass procedures require inotropic support to improve hemodynamic function and cardiac output. Current inotropes such as dobutamine, can promote arrhythmias, prompting a demand for improved with little effect on intracellular Ca 2+ flux. Low‐dose carbon monoxide (CO) induces effects in perfused hearts. Using the CO‐releasing pro‐drug, oCOm‐21, we investigated if this results from an increase myofilament sensitivity. Male Sprague Dawley rat left...
The geometry of the title diene (1a) has been probed by X-ray crystallography and nuclear Overhauser difference (n.O.e.d.) spectroscopy. In crystal state, sugar adopts expected chair conformation equatorially disposed anomeric substituent is planar, with s-trans-diene entity C–O bond bearing an anti-relationship, i.e. (13a). Although aforecited conformer main rotamer in deuteriochloroform, there also evidence for a which moiety possess syn-disposition, (14a). On basis n.O.e.d. spectroscopy,...
Dicopper(II) complexes of two new 3,5-disubstituted-pyrazole-based ligands, bis(quadridentate) macrocyclic ligand (L1)(2-) and bis(terdentate) acyclic (L2)(-), were synthesised by Schiff base condensation 3,5-diformylpyrazole either one equivalent 1,3-diaminopropane or equivalents 2-(2-aminoethyl)pyridine in the presence copper(II) ions, respectively. Copper(II) acetate monohydrate was employed synthesis [Cu(2)(L1)(OAc)(2)], [Cu(2)(L2)(H(2)O)(2)(OAc)(3)] [Cu(II)(2)(L1)(NCS)(2)]; last these...
(E)-1-(2′,3′,4′,6′-Tetra-O-acetyl-β-D-glucopyranosyloxy)buta-1,3-diene (1c), its 3-methyl derivative (1d), 2,3-dimethyl (1e), (3Z)-4-acetoxy-3-(t-butyldimethylsilyloxy) (1f), 3-(t-butyldimethylsilyloxy) (1g), and (3Z)-3-(t-butyldimethylsilyloxy)-2,4-dimethyl (1h) have been prepared their diastereofacial reactivities towards N-phenylmaleimide tetracyanoethylene assessed. With the former dienophile in benzene at ambient temperature, dienes (1c, d, f, g) gave ca. 87 : 13 mixtures of cycloadduct...
(R)-Tuberculostearic acid (2) was synthesized in seven steps from (S)-citronellol (5). The carbon chain of 2 assembled by copper-catalyzed cross coupling tosylate (6) and hexylmagnesium bromide; subsequent ozonolysis reaction with 6-benzyloxyhexylmagnesium bromide furnished alcohol 10. Functional group manipulation afforded (R)-2 49% overall yield 5. DCC 3-O-benzyl-1-O-palmitoyl-sn-glycerol (16), followed hydrogenolytic removal the benzyl treatment bis(diisopropyl)phosphoramidite,...
Abstract Two terdentate pyrazine‐based amide ligands have been prepared from methyl pyrazine‐2‐carboxylate and 2‐(aminomethyl)pyridine (H L 1M ) or 2‐(2‐aminoethyl)pyridine 1E in order to probe the potential of “spare” nitrogen atom “out back” pyrazine ring coordinate a different metal ion thereby act as linker between complexes. inert cobalt(III) complexes, [Co III ( 2 ](BF 4 · ${1 \over 4}$ H O 2}$ O, building blocks silver(I) coordination also probed, forming {[Ag I )]BF } ∞ [Ag 1LE . The...
TLRs are key innate immune receptors that recognize conserved features of biological molecules found in microbes. In particular, TLR2 has been reported to be activated by different kinds microbial ligands. To advance our understanding the interaction with its ligands, recombinant human ectodomain (hTLR2ED) was expressed using a baculovirus/insect cell expression system and biochemical, as well ligand binding, properties were investigated. The hTLR2ED binds synthetic bacterial mycoplasmal...