8gzb
From Proteopedia
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<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=8gzb FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=8gzb OCA], [https://pdbe.org/8gzb PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=8gzb RCSB], [https://www.ebi.ac.uk/pdbsum/8gzb PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=8gzb ProSAT]</span></td></tr> | <tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=8gzb FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=8gzb OCA], [https://pdbe.org/8gzb PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=8gzb RCSB], [https://www.ebi.ac.uk/pdbsum/8gzb PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=8gzb ProSAT]</span></td></tr> | ||
</table> | </table> | ||
| - | == | + | <div style="background-color:#fffaf0;"> |
| - | + | == Publication Abstract from PubMed == | |
| + | In nature, cyclopropylcarbinyl cation is often involved in cationic cascade reactions catalyzed by natural enzymes to produce a great number of structurally diverse natural substances. However, mimicking this natural process with artificial organic catalysts remains a daunting challenge in synthetic chemistry. We report a small molecule-catalyzed asymmetric rearrangement of cyclopropylcarbinyl cations, leading to a series of chiral homoallylic sulfide products with good to excellent yields and enantioselectivities (up to 99% enantiomeric excess). In the presence of a chiral SPINOL-derived N-triflyl phosphoramide catalyst, the dehydration of prochiral cyclopropylcarbinols occurs rapidly to generate symmetrical cyclopropylcarbinyl cations, which are subsequently trapped by thione-containing nucleophiles. A subgram-scale experiment and multiple downstream transformations of the sulfide products are further pursued to demonstrate the synthetic utility. Notably, a few heteroaromatic sulfone derivatives could serve as "covalent warhead" in the enzymatic inhibition of severe acute respiratory syndrome coronavirus 2 main protease. | ||
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| + | Nature-inspired catalytic asymmetric rearrangement of cyclopropylcarbinyl cation.,Li QH, Zhang GS, Wang F, Cen Y, Liu XL, Zhang JW, Wang YH, Lee AWM, Gao D, Lin GQ, Tian P Sci Adv. 2023 May 10;9(19):eadg1237. doi: 10.1126/sciadv.adg1237. Epub 2023 May , 10. PMID:37163601<ref>PMID:37163601</ref> | ||
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| + | From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br> | ||
| + | </div> | ||
| + | <div class="pdbe-citations 8gzb" style="background-color:#fffaf0;"></div> | ||
| + | == References == | ||
| + | <references/> | ||
__TOC__ | __TOC__ | ||
</StructureSection> | </StructureSection> | ||
Current revision
SARS-CoV-2 3CLpro
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