New Insight into Carboxylic Acid Metabolisms and pH Regulations During Insoluble Phosphate Solubilisation Process by Penicillium oxalicum PSF-4

2020 ◽  
Vol 77 (12) ◽  
pp. 4095-4103
Author(s):  
Yifan Jiang ◽  
Jiang Tian ◽  
Fei Ge
2019 ◽  
Vol 21 (21) ◽  
pp. 11329-11344 ◽  
Author(s):  
Adrien Sthoer ◽  
Jana Hladílková ◽  
Mikael Lund ◽  
Eric Tyrode

Alkali metal cations’ relative affinity to the carboxylic acid moiety is pH dependent, and typically remain hydrated.


2001 ◽  
Vol 67 (12) ◽  
pp. 5497-5505 ◽  
Author(s):  
Joaquim Vila ◽  
Zaira López ◽  
Jordi Sabaté ◽  
Cristina Minguillón ◽  
Anna M. Solanas ◽  
...  

ABSTRACT Mycobacterium sp. strain AP1 grew with pyrene as a sole source of carbon and energy. The identification of metabolites accumulating during growth suggests that this strain initiates its attack on pyrene by either monooxygenation or dioxygenation at its C-4, C-5 positions to give trans- orcis-4,5-dihydroxy-4,5-dihydropyrene, respectively. Dehydrogenation of the latter, ortho cleavage of the resulting diol to form phenanthrene 4,5-dicarboxylic acid, and subsequent decarboxylation to phenanthrene 4-carboxylic acid lead to degradation of the phenanthrene 4-carboxylic acid via phthalate. A novel metabolite identified as 6,6′-dihydroxy-2,2′-biphenyl dicarboxylic acid demonstrates a new branch in the pathway that involves the cleavage of both central rings of pyrene. In addition to pyrene, strain AP1 utilized hexadecane, phenanthrene, and fluoranthene for growth. Pyrene-grown cells oxidized the methylenic groups of fluorene and acenaphthene and catalyzed the dihydroxylation andortho cleavage of one of the rings of naphthalene and phenanthrene to give 2-carboxycinnamic and diphenic acids, respectively. The catabolic versatility of strain AP1 and its use ofortho cleavage mechanisms during the degradation of polycyclic aromatic hydrocarbons (PAHs) give new insight into the role that pyrene-degrading bacterial strains may play in the environmental fate of PAH mixtures.


2020 ◽  
Vol 76 (9) ◽  
pp. 1528-1534
Author(s):  
Passaporn Ouiyangkul ◽  
Saowanit Saithong ◽  
Vimon Tantishaiyakul

The hydrated and anhydrous 1:2 cocrystals of oxyresveratrol (4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol; OXY; C14H12O4) and proline [(S)-pyrrolidine-2-carboxylic acid; PRO; C5H9NO2], namely, 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol bis[(S)-pyrrolidin-1-ium-2-carboxylate] monohydrate, C14H12O4·2C5H9NO2·H2O, and the anhydrous form, C14H12O4·2C5H9NO2, were obtained by crystallization at different temperatures. Both of them crystallize with orthorhombic (P212121) symmetry. The structures display N—H...O and O—H...O hydrogen-bonding interactions between PRO and PRO, OXY and OXY, and OXY and PRO. In the hydrated cocrystal, these types of contacts are also observed between the OXY, PRO and water molecules. A combination of these interactions leads to a three-dimensional supramolecular assembly in each case. Hirshfeld surfaces were used to gain further insight into the intermolecular interactions in the packing, including the relative percentage contributions of the significant intermolecular H...H and H...O/O...H contacts.


Metabolites ◽  
2020 ◽  
Vol 10 (11) ◽  
pp. 441
Author(s):  
Yifan Jiang ◽  
Fei Ge ◽  
Feng Li ◽  
Dayi Zhang ◽  
Songqiang Deng ◽  
...  

This research aims to understand the precise intracellular metabolic processes of how microbes solubilize insoluble phosphorus (Insol-P) to increase bio-available P. Newly isolated Penicillium oxalicum PSF-4 exhibited outstanding tricalcium phosphate (TP) and iron phosphate (IP) solubilization performance—as manifested by microbial growth and the secretion of low-molecular-weight organic acids (LMWOAs). Untargeted metabolomics approach was employed to assess the metabolic alterations of 73 intracellular metabolites induced by TP and IP compared with soluble KH2PO4 in P. oxalicum. Based on the changes of intracellular metabolites, it was concluded that (i) the enhanced intracellular glyoxylate and carbohydrate metabolisms increased the extracellular LMWOAs production; (ii) the exposure of Insol-P poses potential effects to P. oxalicum in destructing essential cellular functions, affecting microbial growth, and disrupting amino acid, lipid, and nucleotide metabolisms; and (iii) the intracellular amino acid utilization played a significant role to stimulate microbial growth and the extracellular LMWOAs biosynthesis.


2012 ◽  
Vol 17 (6) ◽  
pp. 939-949 ◽  
Author(s):  
Lydie Brisson ◽  
Nadia El Bakkali-Taheri ◽  
Michel Giorgi ◽  
Antoine Fadel ◽  
József Kaizer ◽  
...  

2022 ◽  
Author(s):  
Anakuthil Anoop ◽  
Venkataraman Ganesh

The tropylium catalyzed carboxylic acid O-H insertion with diazoesters providing α-hydroxy esters was reported recently through an activated carbene as the key intermediate. We report a revised mechanism involving a unique homoaromatic intermediate with the tropylium ion and the diazoester based on the DFT calculations. Our computational model provides a clear insight into the binding of the tropylium ion with the diazoester providing the homoaromatic intermediate. The reaction profiles of four different pathways were compared. The energies of the intermediates and the transition states are reported at B97-D3(SMD)/def2TZVP//B97-D3/def2TZVP (in dichloromethane). The energy profiles were compared across a few computational methods to study the sensitivity of our model across methods.


2019 ◽  
Vol 21 (1) ◽  
pp. 471-479 ◽  
Author(s):  
Da Tian ◽  
Zhongquan Jiang ◽  
Liu Jiang ◽  
Mu Su ◽  
Zheye Feng ◽  
...  

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