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Stereoselective Synthesis of β-Branched Aromatic α-Amino Acids by Biocatalytic Dynamic Kinetic Resolution*.
Angew Chem Int Ed Engl
August 2021
Department of Chemistry, The Scripps Research Institute, 130 Scripps Way, Jupiter, FL, 33458, USA.
β-Branched noncanonical amino acids are valuable molecules in modern drug development efforts. However, they are still challenging to prepare due to the need to set multiple stereocenters in a stereoselective fashion, and contemporary methods for the synthesis of such compounds often rely on the use of rare-transition-metal catalysts with designer ligands. Herein, we report a highly diastereo- and enantioselective biocatalytic transamination method to prepare a broad range of aromatic β-branched α-amino acids.
View Article and Find Full Text PDFCharacterization of the Jomthonic Acids Biosynthesis Pathway and Isolation of Novel Analogues in GUA-06-05-006A.
Mar Drugs
July 2018
Institute for Health Research of Principado de Asturias (IHRPA), 33006 Oviedo (Asturias), Spain.
Jomthonic acids (JAs) are a group of natural products (NPs) with adipogenic activity. Structurally, JAs are formed by a modified β-methylphenylalanine residue, whose biosynthesis involves a methyltransferase that in has been identified as MppJ. Up to date, three JA members (A⁻C) and a few other natural products containing β-methylphenylalanine have been discovered from soil-derived microorganisms.
View Article and Find Full Text PDFJomthonic acids B and C, two new modified amino acids from Streptomyces sp.
J Antibiot (Tokyo)
April 2014
Biotechnology Research Center, Department of Biotechnology, Toyama Prefectural University, Imizu, Toyama, Japan.
Jomthonic acid , a modified amino acid from a soil-derived Streptomyces.
J Nat Prod
May 2012
Biotechnology Research Center, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.
Jomthonic acid A (1), a new modified amino acid, was isolated from the culture broth of a soil-derived actinomycete of the genus Streptomyces. The structure and absolute configuration of 1 were determined by spectroscopic analyses and chemical conversion. Jomthonic acid A (1) induced differentiation of preadipocytes into mature adipocytes at 2-50 μM.
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