60611-59-8

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 7540-67-2 O-acetyl-L-homoserine 
• 104-55-2 3-phenyl-propenal 
• 71-43-2 benzene 
• 82465-57-4 5-Benzoyl-2-pyridincarboxamid 
• 957065-99-5 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carboxylic acid methyl ester 
• 624-28-2 2,5-dibromopyridine 
• 60611-82-7 methyl 5-benzylpicolinate 
• 29682-15-3 methyl 5-bromopicolinate 
• 10400-19-8 3-pyridinecarbonyl chloride 

Downstream Products

• 60611-68-9 5-(4-Nitrobenzyl)-2-pyridincarbonsaeure 
• 60611-91-8 ethyl 5-benzylpicolinate 

Relevant academic research and scientific papers

Biosynthesis of Mycotoxin Fusaric Acid and Application of a PLP-Dependent Enzyme for Chemoenzymatic Synthesis of Substituted l -Pipecolic Acids

Fusaric acid (FA) is a well-known mycotoxin that plays an important role in plant pathology. The biosynthetic gene cluster for FA has been identified, but the biosynthetic pathway remains unclarified. Here, we elucidated the biosynthesis of FA, which features a two-enzyme catalytic cascade, a pyridoxal 5′-phosphate (PLP)-dependent enzyme (Fub7), and a flavin mononucleotide (FMN)-dependent oxidase (Fub9) in synthesizing the picolinic acid scaffold. FA biosynthesis also involves an off-line collaboration between a highly reducing polyketide synthase (HRPKS, Fub1) and a nonribosomal peptide synthetase (NRPS)-like carboxylic acid reductase (Fub8) in making an aliphatic α,β-unsaturated aldehyde. By harnessing the stereoselective C-C bond-forming activity of Fub7, we established a chemoenzymatic route for stereoconvergent synthesis of a series of 5-alkyl-, 5,5-dialkyl-, and 5,5,6-trialkyl-l-pipecolic acids of high diastereomeric ratio.

Fusaric acid and analogues as Gram-negative bacterial quorum sensing inhibitors

Taking advantage of microwave-assisted synthesis, efficient and expedite procedures for preparation of a library of fusaric acid and 39 analogues are reported. The fusaric acid analogues were tested in cell-based screening assays for inhibition of the las and rhl quorum sensing system in Pseudomonas aeruginosa and the lux quorum sensing system in Vibrio fischeri. Eight of the 40 compounds in the library including fusaric acid inhibited lux quorum sensing and one compound inhibited activity of the las quorum sensing system. To our delight, none of the compounds showed growth inhibitory effects in the tested concentration ranges.

A New Simple Synthesis of Fusaric Acid and Other 5-Alkyl-2-pyridinecarboxylic Acids

Carboxamido groups are introduced into the 6-position of 3-acylpyridines with high regioselectivity via Minisci reaction with formamides, Fe(II) sulfate and tert-butyl hydroperoxide.The isolation procedure is considerably improved by the addition of citric acid for complexation of the Fe ions.Fusaric acid and other 5-alkyl-2-pyridine carboxylic acids are obtained by a following Wolff-Kishner reaction in 20-75percent overall yield.

5-Benzylpicolinic acid derivatives

5-Benzy-2-pyridine carboxylic acids, in which the benzyl group is optionally substituted by one or two like or different alkyl, halo, alkoxy, nitro, amino, acetamido, hydroxy or acetoxy groups, and the corresponding amides and esters, possess dopamine β-h