Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3482930 | PMC |
| http://dx.doi.org/10.1002/chem.201103502 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Non-standard amino acids (nsAAs) that are L-phenylalanine derivatives with aryl ring functionalization have long been harnessed in natural product synthesis, therapeutic peptide synthesis, and diverse applications of genetic code expansion. Yet, to date these chiral molecules have often been the products of poorly enantioselective and environmentally harsh organic synthesis routes. Here, we reveal the broad specificity of multiple natural pyridoxal 5'-phosphate (PLP)-dependent enzymes, specifically an L-threonine transaldolase, a phenylserine dehydratase, and an aminotransferase, towards substrates that contain aryl side chains with diverse substitutions.
View Article and Find Full Text PDFTailored chiral phosphoramidites support highly enantioselective Pd catalysts for asymmetric aminoalkylative amination.
Nat Commun
December 2024
Key Laboratory of Precision and Intelligent Chemistry and Department of Chemistry, University of Science and Technology of China, 230026, Hefei, P. R. China.
Even though tuning electronic effect of chiral ligands has proven to be a promising method for designing efficient catalysts, the potential to achieve highly selective reactions by this strategy remains largely unexplored. Here, we report a palladium-catalyzed enantioselective ring-closing aminoalkylative amination of aminoenynes enabled by rationally tuning the remote electronic property of 1,1'-binaphthol-derived phosphoramidites. With a tailored 6,6'-CN-substituted 1,1'-binaphthol-derived phosphoramidite as a ligand, a broad range of aromatic amines are compatible with this reaction, allowing the efficient synthesis of a series of enantioenriched exocyclic allenylamines bearing saturated N-heterocycles with up to >99% enantiomeric excess.
View Article and Find Full Text PDFPVP-assisted in situ immobilizing lipase on covalent organic framework for enhanced catalytic activity and stability in bioconversions.
Int J Biol Macromol
December 2024
Oil Crops Research Institute, Chinese Academy of Agricultural Sciences, Hubei Key Laboratory of Lipid Chemistry and Nutrition, Hubei Hongshan Laboratory, Key Laboratory of Oilseeds Processing, Ministry of Agriculture, Wuhan 430062, China. Electronic address:
Covalent organic frameworks (COFs) are crystalline, porous organic materials that have significant potential as supports for enzyme immobilization. Nevertheless, the in situ preparation of biocatalysts during the COF formation process remains a considerable challenge. Herein, we developed a one-pot in situ preparation strategy.
View Article and Find Full Text PDFOne-Pot Cobalt- or Copper-Catalyzed Asymmetric Ring-Opening Hydrosilylation/Hydroboration of Arylidenecyclopropanes.
Angew Chem Int Ed Engl
November 2024
Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543, Singapore.
An operationally convenient cobalt-catalyzed one-pot one-step hydrosilylation/hydroboration reaction of arylidenecyclopropanes is developed to access racemic 1,4-borylsilylalkanes. In addition, the corresponding asymmetric reaction is developed with a chiral copper catalyst to prepare 1,4-borylsilylalkanes with high enantioselectivity by a one-pot two-step procedure. Mechanistic studies reveal that this difunctionalization process begins with metal-hydride-catalyzed ring-opening hydrosilylation of arylidenecyclopropanes to generate homoallylsilane intermediates, followed by regio- or enantioselective metal-hydride-catalyzed hydroboration of homoallylsilanes to produce skipped borylsilylalkanes.
View Article and Find Full Text PDFSynthesis and Functionalization of Sulfoximine-Bicyclo[1.1.0]butanes: Functionalizable, Tuneable and Cysteine-Selective Chiral Warheads.
Angew Chem Int Ed Engl
November 2024
Department of Chemistry, Imperial College London, Molecular Sciences Research Hub, White City Campus, Wood Lane, London, W12 0BZ, UK.
Electrophilic covalent warheads with appropriate reactivity and selectivity are crucial to the investigation of protein function and the discovery of therapeutics. Here we report the synthesis of sulfoximine bicyclo[1.1.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!