Jasmonic acid (JA) is a plant hormone that plays important roles in a large number of processes in stress adaptation and development in flowering plants. A search of genome database indicated the existence of allene oxide synthase (AOS), an enzyme of JA biosynthesis, in Physcomitrella patens, a model plant among mosses. In this study, the presence of JA was detected in P. patens. The recombinant AOS of P. patens, which was overexpressed in Escherichia coli, showed AOS activity. These data suggest that the octadecanoid pathway also exists in P. patens.
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http://dx.doi.org/10.1271/bbb.90457 | DOI Listing |
Angew Chem Int Ed Engl
December 2024
Shanghai Institute of Organic Chemistry, State Key Lab of Organometallic Chemistry, 345 Lingling Road, 200032, Shanghai, CHINA.
A dual photoredox/cobalt-catalyzed protocol for chemo-, regio-, diastereo- and enantioselective reductive coupling of 1,1-disubstituted allenes and cyclobutenes through chemo-, regio-, diastereo- and enantioselective oxidative cyclization followed by stereoselective protonation promoted by a chiral phosphine-cobalt complex is presented. Such process represents an unprecedented reaction pathway for cobalt catalysis that enables selective transformation of the less sterically congested alkenes of 1,1-disubstituted allenes with cyclobutenes, incorporating a broad scope of tetrasubstituted alkenes into the cyclobutane scaffolds in up to 86% yield, >98:2 chemo- and regioselectivity, >98:2 dr and >99.5:0.
View Article and Find Full Text PDFJ Am Chem Soc
December 2024
Department of Chemistry, University of Wisconsin, 1101 University Avenue, Madison, Wisconsin 53706, United States.
The cumulated π system of a nonsymmetric allene contains three distinct unsaturated carbons that imbue it with unique reactivity toward radicals as compared to its alkene and alkyne counterparts. Despite the synthetic potential of these versatile building blocks, electrochemical transformations of allenes have been historically underexplored. Myriad strategies for easy access to allenes, coupled with the resurgence of interest in sustainable oxidative transformations of hydrocarbons, prompted our efforts to conduct an in-depth investigation of a rare example of an electrochemical TEMPO-mediated allene dioxygenation.
View Article and Find Full Text PDFFerrocenyl amines as directing groups for C-H activation have limitations as they are prone to undergo oxidation, allylic deamination, and β-hydride elimination. The fundamental challenge observed here is the competition between the desired C-H activation the vulnerable β-C-H bond activation of amines and fine-tuning of a suitable oxidant which avoids the oxidation of the β-C-H bond and ferrocene. Herein, the potential of an axially chiral NOBINAc ligand is revealed to implement the enantioselective Pd-catalyzed C-H activation process of ferrocenyl amines.
View Article and Find Full Text PDFOrg Biomol Chem
December 2024
Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361001, Fujian, People's Republic of China.
A novel and transition-metal-free hydrophosphinylation of allenes with secondary phosphine oxides was developed. In the presence of the cheap and commercially available cesium carbonate, various hydrophosphinylation products were synthesized with exclusive regio- and stereoselectivity under mild conditions. This methodology provides simple and efficient access to ()-alkenylphosphine oxides in moderate to excellent yields with a relatively broad substrate scope.
View Article and Find Full Text PDFPlant Cell Environ
November 2024
College of Life Sciences, Shandong Agricultural University, Tai'an, Shandong, China.
Plant viruses rely on host factors for successful infection. Non-specific lipid transfer proteins (nsLTPs) play critical roles in plant-pathogen interactions; however, their functions and underlying molecular mechanisms in viral infections remain largely unknown. Jasmonic acid (JA) is a crucial regulatory hormone in the process of plant resistance to viral infection.
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