This paper shows the production of lipase B from Candida antarctica (LIPB) after cloning the gene that encoded it in Pichia pastoris using PGK as a constitutive promoter. The lipase was immobilized on different home-made supports for distinct reactions.
A new approach for the preparation of palladium nanoparticles in water from a renewable source, 2-hydroxypropyl-a-cyclodextrin (a-HPCD), which acts both as a reductant and capping agent, is presented. The palladium nanoparticles were characterized by using dynamic light scattering (DLS), transmission electron microscopy (TEM) and X-ray photoelectron spectroscopy (XPS), which revealed the formation of spherical particles in the size range of 2-7 nm. Further analysis by Fourier-transform infrared spectroscopy (FT-IR) and 1 H NMR did not show covalent bonds between cyclodextrins and palladium nanoparticles, suggesting that a-HPCD is only physically adsorbed on the nanoparticle surface, presumably through hydrophobic interactions which limit the mutual coalescence of nanoclusters. The catalytic activity was tested in Suzuki, Heck and Sonogashira reactions in neat water, providing good yields and selectivities of coupling products under very low Pd loadings (0.5-0.01 mol%). Remarkably, the nanocatalyst showed significant stability hence the aqueous phase remained active for four subsequent runs. The combination of a binding site for substrates (the HPCD cavity) and a reactive centre (Pd core) provides a potential to explore functional catalysis in aqueous medium.
Enhancing atom economy of the metal-catalyzed asymmetric allylic alkylation (AAA) shifts from the usual nucleophilic displacement of a leaving group to an addition of a pronucleophile to a double bond. Using 1-alkoxyallenes as proelectrophiles, the palladium-catalyzed AAA proceeds with 1,3-dicarbonyl compounds as pronucleophiles with excellent regioselectivity and enantiomeric excess under optimized conditions. The pH of the medium proved crucial for reactivity/selectivity. By using the more acidic Meldrum's acids, the reactions required a co-catalytic amount of Brønsted acid, such as trifluoroacetic acid. Single regioisomeric products of 82-99 % ee were obtained. On the other hand, the less acidic 1,3-diketones failed to react under such conditions. The fact that a less acidic acid like benzoic acid sufficed, suggested the need for general base catalysis as well. Thus, a mixture of triethylamine and benzoic acid proved optimal (ee's 93-99). Employment of the (R,R)-phenyl Trost ligand gave a product with S configuration. A model to rationalize the results has been developed.
A more consistent, straightforward, and economical protocol for generation of stannylene species and their reaction with BnBr leading to products of O-monobenzylation of diols has been set. It has shown to be specially indicated for substrates bearing vicinal trans 1,2-diol moieties on cyclohexane backbones, which are more resistant to these transformations. Such protocol has been successfully applied to myo-inositol derivatives and acyclic diols.
The use of nerve agents as warfare and in terrorist acts has drawn much attention
from the governments and societies. Such toxic organophosphorus compounds are
listed in Chemical Weapons Convention as Schedule 1 chemicals. The discussion about
the chemical identity of the elusive Novichok agents, more potent compounds than best
known G- and V-Agents, which have been implicated in recent rumorous assassination
plots, clearly demonstrating the importance of the matter. Furthermore, accidents with
pesticides or misuse thereof have been a pressing issue in many countries. In this context,
the continued development of novel cholinesterase reactivators, antidotes for organophosphorus
poisoning, a rather restricted class of pharmaceutical substances, is warranted.
Testing of novel candidates may require use of actual nerve agents. Nonetheless, only a
few laboratories comply with the requirements for storing, possession and manipulation of such toxic chemicals.
To overcome such limitations, nerve agents’ surrogates may be a useful alternative, as they undergo the
same reaction with cholinesterases, yielding similar adducts, allowing assays with novel antidote candidates,
among other applications.
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