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Tlili A.,Leibniz Institute for Catalysis at the University of Rostock | Billard T.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Billard T.,Groupement Hospitalier Est
Angewandte Chemie - International Edition | Year: 2013

Modern chemistry with an old substituent: The introduction of the SCF 3 group into organic substrates is a challenging task because of harsh or specific synthetic methods. However, recent advances in the formation of C-SCF3 bonds include the trifluoromethylthiolation with transition-metal-free systems or in the presence of palladium, nickel, or copper catalysts (see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Cecioni S.,French National Center for Scientific Research | Cecioni S.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Imberty A.,French National Center for Scientific Research | Vidal S.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Chemical Reviews | Year: 2015

Interacting biomolecules form complex and dynamic information networks that can be understood thanks to thermodynamic and kinetics fundamental principles. The simplest way to represent such an interaction is to consider two biomolecules in dynamic association following Fisher's lock-key concept, the resulting complex being more stable than the two separated biomolecules. The high diversity of lectin structures and functions and the relatively low number of monosaccharidic bricks may, at first, appear contradictory. The discovery of lectins in all living organisms highlights an old evolutionary onset, thus triggering an increasing interest regarding their roles. Even though plant lectins were the first identified, their functions are not really well-understood yet. They are mostly proposed to be involved in defense mechanisms against parasites, fungi, and predators and in nitrogen fixation through the plant-rhizobium symbiosis.


Perret F.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Coleman A.W.,CNRS Materials Sciences and Technologies Laboratory
Chemical Communications | Year: 2011

This review treats the biological properties of the various anionic calix[n]arenes, both as soluble forms and in the collodal state. The complexation of these molecules with amino-acids, peptides and proteins is discussed, as is their interaction with model membranes. The complexations with various Active Pharmaceutical Ingredients as complexes, for tamoxifen as solid state and colloidal structures, are treated in depth. Two sections deal with the direct biological action of the calix[n]arenes and their use as biosensors. A final section deals with the toxicity, in reality the lack of toxicity of the calix[n]arenes. © 2011 The Royal Society of Chemistry.


Sassolas A.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Sassolas A.,University of Perpignan | Blum L.J.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Leca-Bouvier B.D.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Biotechnology Advances | Year: 2012

Immobilization of enzymes on the transducer surface is a necessary and critical step in the design of biosensors. An overview of the different immobilization techniques reported in the literature is given, dealing with classical adsorption, covalent bonds, entrapment, cross-linking or affinity as well as combination of them and focusing on new original methods as well as the recent introduction of promising nanomaterials such as conducting polymer nanowires, carbon nanotubes or nanoparticles. As indicated in this review, various immobilization methods have been used to develop optical, electrochemical or gravimetric enzymatic biosensors. The choice of the immobilization method is shown to represent an important parameter that affects biosensor performances, mainly in terms of sensitivity, selectivity and stability, by influencing enzyme orientation, loading, mobility, stability, structure and biological activity. © 2011 Elsevier Inc.


Chen Y.,University of Pittsburgh | Star A.,University of Pittsburgh | Vidal S.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Chemical Society Reviews | Year: 2013

Because of their unique physicochemical properties, carbon nanotubes and graphene can find promising applications in many fields of biomedical research. However, the pristine nanomaterials suffer from low solubility in aqueous systems which results in their limited biocompatibility. Through the introduction of carbohydrates, the surface properties of these graphitic carbon nanostructures can be modified not just to improve their water solubility but also to enable these versatile nanostructures to interact selectively with biological systems. This review will highlight the synthetic strategies that have been reported for the covalent and noncovalent functionalization of carbon nanostructures with carbohydrates, as well as their applications in biosensing and biomedicine. © 2013 The Royal Society of Chemistry.


Vatele J.-M.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Tetrahedron | Year: 2010

Two methods for the oxidative rearrangement of tertiary allylic alcohols have been developed. Most of tertiary allylic alcohols studied were oxidized to their corresponding transposed carbonyl derivatives in excellent to fair yields by reaction with TEMPO in combination with PhIO and Bi(OTf)3 or copper (II) chloride in the presence or not of oxygen. Other primary oxidants of TEMPO such as PhI(OAc)2, mCPBA, and Oxone® were unsatisfactory giving the enone in modest to low yields. © 2009 Elsevier Ltd. All rights reserved.


Pair E.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Monteiro N.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Bouyssi D.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Baudoin O.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Angewandte Chemie - International Edition | Year: 2013

Mild and practical: Trifluoromethylation of (hetero)aromatic aldehyde N,N-dialkylhydrazones was achieved at room temperature by using Togni's trifluoromethylation reagent under CuCl catalysis (see scheme). This simple reaction is believed to occur by a CF3-radical-transfer mechanism and yields useful trifluoromethylated building blocks. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.


Barnych B.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Vatele J.-M.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Organic Letters | Year: 2012

A first total synthesis of (-)-ent-plakortolide I and seco-plakortolide E was accomplished from (S)-2-methylglycidol. The relevant key reactions involve a diastereoselective Mukaiyama aldol reaction, a regioselective hydroperoxysilylation, and elaboration of the 1,2-dioxane ring by intramolecular Michael addition of a hydroperoxide group to a butenolide. This synthesis allowed the revision of the absolute configuration of plakortolide I and structural revision of plakortolide E. © 2011 American Chemical Society.


Guyonnet M.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Baudoin O.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Organic Letters | Year: 2012

A range of tricyclic nitrogen heterocycles were synthesized in a straightforward and efficient manner via a sequence involving palladium-catalyzed N-arylation and C(sp 3)-H arylation as the key steps. Whereas the C(sp 3)-H arylation furnished fused 6,5,6-membered ring systems efficiently, the formation of the more strained 6,5,5-membered systems proved to be more challenging and required a subtle adjustment of the reaction conditions. © 2011 American Chemical Society.


Pierre C.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry | Baudoin O.,CNRS Institute of Molecular and Supramolecular Chemistry and Biochemistry
Organic Letters | Year: 2011

Polycyclic molecules were obtained in good yields by double C(sp 2)-H/C(sp 3)-H arylations mediated by a single palladium/phosphine catalyst. Both double intermolecular/intramolecular and intramolecular/intramolecular C-C couplings were performed successfully, which indicates that this concept has a broad applicability for the rapid construction of molecular complexity. © 2011 American Chemical Society.

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