4408-64-4Relevant articles and documents
Multicomponent mapping of boron chemotypes furnishes selective enzyme inhibitors
Tan, Joanne,Iii, Armand B. Cognetta,Diaz, Diego B.,Lum, Kenneth M.,Adachi, Shinya,Kundu, Soumajit,Cravatt, Benjamin F.,Yudin, Andrei K.
, (2017)
Heteroatom-rich organoboron compounds have attracted attention as modulators of enzyme function. Driven by the unmet need to develop chemoselective access to boron chemotypes, we report herein the synthesis of α-and β-aminocyano(MIDA)boronates from borylated carbonyl compounds. Activity-based protein profiling of the resulting β-aminoboronic acids furnishes selective and cell-active inhibitors of the (ox)lipid-metabolizing enzyme α/β-hydrolase domain 3 (ABHD3). The most potent compound displays nanomolar in vitro and in situ IC50 values and fully inhibits ABHD3 activity in human cells with no detectable cross-reactivity against other serine hydrolases. These findings demonstrate that synthetic methods that enhance the heteroatom diversity of boron-containing molecules within a limited set of scaffolds accelerate the discovery of chemical probes of human enzymes.
NOVEL BORONIC ESTERS AND METHODS FOR MAKING THE SAME
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Paragraph 0133, (2020/12/20)
There is provide herein a compound of Formula (1): wherein R1, R2, R3, R4, and R5 are each independently H or an organic group.
Fe-Catalyzed Reductive Couplings of Terminal (Hetero)Aryl Alkenes and Alkyl Halides under Aqueous Micellar Conditions
Pang, Haobo,Wang, Ye,Gallou, Fabrice,Lipshutz, Bruce H.
supporting information, p. 17117 - 17124 (2019/11/03)
The combination of a vinyl-substituted aromatic or heteroaromatic and an alkyl bromide or iodide leads, in the presence of Zn and a catalytic amount of an Fe(II) salt, to a net reductive coupling. The new C-C bond is regiospecifically formed at rt at the β-site of the alkene. The coupling only occurs in an aqueous micellar medium, where a radical process is likely, supported by several control experiments. A mechanism based on these data is proposed.