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Florine Chanthavong 《Tetrahedron letters》2006,47(12):1909-1912
Traditionally, mineral bases are used in Suzuki coupling protocols. The use of DBU or DABCO as alternative bases for the reaction is reported and the application discussed. 相似文献
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Dr. Charlotte Martin Dr. Baptiste Legrand Aurélien Lebrun Dr. Dorothée Berthomieu Prof. Jean Martinez Dr. Florine Cavelier 《Chemistry (Weinheim an der Bergstrasse, Germany)》2014,20(44):14240-14244
The polyproline II helix (PPII) is increasingly recognized as an important element in peptide and protein structures. The discovery of pertinent PPII peptidomimetics is of great interest to tune physical properties of the targeted structure. A series of silaproline oligomers from dimer to pentamer were synthesized. CD studies, NMR spectroscopy and molecular modeling revealed that the ribbon preferentially populates the polyproline type II secondary structure in both [D]chloroform and [D4]MeOH. The characteristics of this new lipophilic PPII‐like helix were determined. 相似文献
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Dreyfus C Larrouy M Cavelier F Martinez J Pignol D Arnoux P 《Chemical communications (Cambridge, England)》2011,47(20):5825-5827
We determined the three-dimensional structure of a complex between an archaeal nicotianamine synthase homologue and a chemically synthesised reaction intermediate. This structure suggests that the enzymes cavity allows both an ordered substrate binding and provides energetic coupling of the reaction intermediate formation and translocation. 相似文献
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Somenath Chowdhury Jianmin Mao Jacek Martynow He Zhao Erin Duffy Yusheng Wu Vinay Thakur Gopal Sirasani Yuanqing Tang Florine Collin Sandra Sinishtaj Ashoke Bhattacharjee 《Tetrahedron letters》2019,60(4):371-374
Highly efficient substrate and reagent controlled stereoselective synthesis of 2,6-trans-piperidine derivative (1) using an aza-Michael reaction is reported. This method was utilized to synthesize a variety of trans-piperidines on hundred-gram scales. 相似文献
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The first example of a catalytic asymmetric thia hetero-Diels-Alder reaction, in which a chiral Lewis acid activates the thiocarbonyl dienophile, is described. The reactions catalyzed by copper(II)-bis(oxazolines) complexes of three dithioesters with simple dienes (such as cyclopentadiene or 2,3-dimethyl-1,3-butadiene) afford optically active dihydrothiopyrans with ees up to 82%. Some aspects of the reaction were investigated by computational means. 相似文献
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Pujals S Fernandez-Carneado J Kogan MJ Martinez J Cavelier F Giralt E 《Journal of the American Chemical Society》2006,128(26):8479-8483
The results presented here show that elementary design enhancements have led to a 20-fold increase in the cellular uptake properties of a Pro-rich cell-penetrating peptide. These results are relevant not only due to the increasing interest in using CPPs as molecular shuttles for intracellular drug delivery but also because they illustrate the power of combining conformational analysis with rational design to modulate the behavior of biologically active compounds. 相似文献
18.
Charlotte Martin Aurélien Lebrun Jean Martinez Florine Cavelier 《Journal of polymer science. Part A, Polymer chemistry》2013,51(15):3103-3109
Polyprolines are attractive polymers because of their folding property into polyproline II (PPII) structure, their significance in protein/protein interactions, and their potential as new therapeutic targets. Silaproline (Sip) is an analogue of proline, which exhibits similar conformational properties. The presence of dimethylsilyl group confers to Sip a higher lipophilicity as well as an improved resistance to biodegradation. Enantiomerically pure Sip was available in gram quantities from resolution of the enantiomers by chiral high performance liquid chromatography. This study describes the first synthesis of Sip N‐carboxyanhydride (NCA) and shows preliminary results on comparison of polymerization of (l )Pro‐NCA and (d )Sip‐NCA to obtain homopolypeptides with PPII structure, polyproline, and polysilaproline polymers. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 3103–3109 相似文献
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Cavelier F Vivet B Martinez J Aubry A Didierjean C Vicherat A Marraud M 《Journal of the American Chemical Society》2002,124(12):2917-2923
The analogue gamma-(dimethylsila)-proline, denoted silaproline (Sip), was synthesized in both enantiomerically pure forms by diastereoselective alkylation of a chiral glycine equivalent with use of Sch?llkopf's bis-lactim ether method. The effect of replacing a proline residue in model peptides by this new proline surrogate has been examined in the crystal state by X-ray diffraction and in solution by IR absorption and NMR techniques. Silaproline and proline-containing sequences exhibit very similar conformational properties. Silaproline was also substituted for proline in a neurotensin (8-13) analogue that retained biological activity and exhibited enhanced resistance to biodegradation. 相似文献
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