Observation of SERS of picolinic acid and nicotinic acid using cellulose acetate films doped with Ag fine particles

Abstract Incorporation of fatty acids into phospholipids has been investigated using samples of rat liver tissue homogenate, Krebs-Ringer-phosphate buffer (pH=7.4) containing 0.3% albumin, fatty acid mixture and glycerol. The addition of anthranilic acid (2.2 and 4 nmol/g wet weight), kynurenic acid (4 and 40 nmol/ g wet weight), xanthurenic acid (4 and 40 nmol/g wet weight), picolinic acid (0.2 and 2 nmol/g wet weight) induced an increase of saturated and a decrease of polyunsaturated fatty acids incorporation into phospholipids as well as an eleyation of choksterol concentration in samples used for phospholipid biosynthesis in vitro. These changes were similar to those observed after addition of kynurenine and neopterin to the same test system, An inverse relationship has been observed after addition of nicotinic acid to samples used for phospholipid biosynthesis in vitro. Nicrotinic acid induced .1 decrease of saturated and an increase of unsaturated fatty acids incorporation into phospholipids as well as decrease of cholesterol concentration in samples, These changes were similar to those observed after addition of 3-hydroxykynurenine, 3-hydroxyanthranilic acid, quinolinic, acid, 5,6],8-tetrahydrobiopterin and its precursors to the same test system used rex phospholipid biosynthesis in vitro. In parallel anthranilic acid, kynurenic acid, xanthurenic acid and picolinic acid decrease while nicotinic acid increases membrane fluidity in the studied concentrations.

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Terahertz spectroscopy and solid-state density functional theory calculations of structural isomers: Nicotinic acid, isonicotinic acid and 2-picolinic acid

Modern Physics Letters B ◽

10.1142/s0217984917501494 ◽

2017 ◽

Vol 31 (13) ◽

pp. 1750149 ◽

Cited By ~ 7

Author(s):

Ling Ding ◽

Wen-Hui Fan ◽

Xu Chen ◽

Ze-You Chen ◽

Chao Song

Keyword(s):

Density Functional Theory ◽

Nicotinic Acid ◽

Density Functional ◽

Isonicotinic Acid ◽

Picolinic Acid ◽

Molecular Crystals ◽

Density Functional Theory Calculations ◽

State Density ◽

Functional Theory ◽

Absorption Features

We report, for the first time to our knowledge, the terahertz (THz) spectra of isonicotinic acid and 2-picolinic acid. The distinct THz spectral differences among these two isomers and nicotinic acid have also been observed, indicating that the THz vibrational modes are highly sensitive to the structural differences even in similar molecular crystals. Besides, solid-state density functional theory calculations reveal better qualitative agreement with the measured absorption features, which are related to the molecular vibrations of nicotinic acid and isonicotinic acid. As for 2-picolinic acid, the calculation based on the primitive cell reproduces the absorption features at 1.46, 1.82 and 2.46 THz originating from intermolecular vibrations. These results suggest that THz spectra can identify the complex intermolecular interactions even in similar molecular crystals, which shows potential applications in identifying isomers in food and pharmaceutical production.

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Biologically Active Mesomeric Betaines and Alkaloids, Derived from 3- Hydroxypyridine, Pyridin-N-oxide, Nicotinic Acid and Picolinic Acid: Three Types of Conjugation and Their Consequences

Current Organic Chemistry ◽

10.2174/1385272043370663 ◽

2004 ◽

Vol 8 (8) ◽

pp. 653-670 ◽

Cited By ~ 35

Author(s):

Andreas Schmidt

Keyword(s):

Nicotinic Acid ◽

Picolinic Acid ◽

Biologically Active

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Inhibition of glucose-6-phosphate phosphohydrolase by 3-mercaptopicolinate and two analogs is metabolically directive

Biochemistry and Cell Biology ◽

10.1139/o93-019 ◽

1993 ◽

Vol 71 (3-4) ◽

pp. 113-121 ◽

Cited By ~ 9

Author(s):

Ann M. Bode ◽

James D. Foster ◽

Robert C. Nordlie

Keyword(s):

Nicotinic Acid ◽

Quinolinic Acid ◽

Phosphoenolpyruvate Carboxykinase ◽

Reduced Glutathione ◽

Picolinic Acid ◽

Liver Microsomes ◽

Glucose Production ◽

Metabolic Effects ◽

Hepatic Glucose ◽

Fasted Rats

3-Mercaptopicolinae (3-MP) blocks gluconeogenesis from lactate, pyruvate, alanine, and other substrates through its inhibition of phosphoenolpyruvate carboxykinase. Nevertheless, we observed increased glycogenesis, net glucose uptake, and glucose-6-P levels in livers perfused with glucose in the presence of 3-MP. In perfusions with 20 mM dihydroxyacetone, increased glycogenesis and decreased glucose production were observed with 3-MP. These metabolic effects suggested additional site(s) of action of 3-MP. Further studies showed that 3-MP inhibits glucose-6-P phosphohydrolase activity of intact liver microsomes. Several compounds with structural similarities to 3-MP (2-mercaptonicotinic acid, picolinic acid, cysteine, reduced glutathione, nicotinic acid, quinolinic acid, tryptophan, and pyridine) were tested for their effect on glucose-6-P phosphohydrolase activity. Two of these compounds, 2-mercaptonicotinic acid and picolinic acid, were found to inhibit. In perfusions including 7.5 mM fructose, the addition of 3-MP, 2-mercaptonicotinic acid, or picolinic acid increased glycogenesis, decreased glucose production, and increased hepatic glucose-6-P concentrations. These observations indicate that the inhibition of glucose-6-P phosphohydrolase may play a role in enhanced glycogenesis from glucose, dihydroxyacetone, and fructose in isolated livers from 48-h fasted rats perfused with 3-MP or certain sulfhydryl-containing and sulfhydryl-devoid analogs.Key words: glucogenesis, 3-mercaptopicolinate, glucose-6-P phosphohydrolase.

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Three-dimensional hydrogen-bonded structures in the 1:1 proton-transfer compounds ofL-tartaric acid with the associative-group monosubstituted pyridines 3-aminopyridine, 3-carboxypyridine (nicotinic acid) and 2-carboxypyridine (picolinic acid)

Acta Crystallographica Section C Crystal Structure Communications ◽

10.1107/s0108270109049154 ◽

2009 ◽

Vol 66 (1) ◽

pp. o5-o10 ◽

Cited By ~ 5

Author(s):

Graham Smith ◽

Urs D. Wermuth

Keyword(s):

Proton Transfer ◽

Nicotinic Acid ◽

Tartaric Acid ◽

Picolinic Acid ◽

Three Dimensional ◽

Proton Transfer Compounds ◽

Hydrogen Bonded

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A Novel Degradation Mechanism for Pyridine Derivatives inAlcaligenes faecalisJQ135

Applied and Environmental Microbiology ◽

10.1128/aem.00910-18 ◽

2018 ◽

Vol 84 (15) ◽

Cited By ~ 11

Author(s):

Jiguo Qiu ◽

Bin Liu ◽

Lingling Zhao ◽

Yanting Zhang ◽

Dan Cheng ◽

...

Keyword(s):

Nicotinic Acid ◽

Maleic Acid ◽

Degradation Mechanism ◽

Picolinic Acid ◽

Alcaligenes Faecalis ◽

Pyridine Derivative ◽

Pyridine Derivatives ◽

Monooxygenase Activity ◽

Content Type ◽

Gene Coding

ABSTRACT5-Hydroxypicolinic acid (5HPA), a natural pyridine derivative, is microbially degraded in the environment. However, the physiological, biochemical, and genetic foundations of 5HPA metabolism remain unknown. In this study, an operon (hpa), responsible for 5HPA degradation, was cloned fromAlcaligenes faecalisJQ135. HpaM was a monocomponent flavin adenine dinucleotide (FAD)-dependent monooxygenase and shared low identity (only 28 to 31%) with reported monooxygenases. HpaM catalyzed theorthodecarboxylative hydroxylation of 5HPA, generating 2,5-dihydroxypyridine (2,5DHP). The monooxygenase activity of HpaM was FAD and NADH dependent. The apparentKmvalues of HpaM for 5HPA and NADH were 45.4 μM and 37.8 μM, respectively. The geneshpaX,hpaD, andhpaFwere found to encode 2,5DHP dioxygenase,N-formylmaleamic acid deformylase, and maleamate amidohydrolase, respectively; however, the three genes were not essential for 5HPA degradation inA. faecalisJQ135. Furthermore, the genemaiA, which encodes a maleic acidcis-transisomerase, was essential for the metabolism of 5HPA, nicotinic acid, and picolinic acid inA. faecalisJQ135, indicating that it might be a key gene in the metabolism of pyridine derivatives. The genes and proteins identified in this study showed a novel degradation mechanism of pyridine derivatives.IMPORTANCEUnlike the benzene ring, the uneven distribution of the electron density of the pyridine ring influences the positional reactivity and interaction with enzymes; e.g., theorthoandparaoxidations are more difficult than themetaoxidations. Hydroxylation is an important oxidation process for the pyridine derivative metabolism. In previous reports, theorthohydroxylations of pyridine derivatives were catalyzed by multicomponent molybdenum-containing monooxygenases, while themetahydroxylations were catalyzed by monocomponent FAD-dependent monooxygenases. This study identified the new monocomponent FAD-dependent monooxygenase HpaM that catalyzed theorthodecarboxylative hydroxylation of 5HPA. In addition, we found that themaiAgene coding for maleic acidcis-transisomerase was pivotal for the metabolism of 5HPA, nicotinic acid, and picolinic acid inA. faecalisJQ135. This study provides novel insights into the microbial metabolism of pyridine derivatives.

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Ferric Reducing, Antiradical and β-Carotene Bleaching Activities of Nicotinic Acid and Picolinic Acid Bioconjugates of Curcumin

Natural Product Communications ◽

10.1177/1934578x1100601221 ◽

2011 ◽

Vol 6 (12) ◽

pp. 1934578X1100601

Author(s):

Archana Pandey ◽

Kanti Bhooshan Pandey ◽

Ravindra Kumar Gupta ◽

Syed Ibrahim Rizvi

Keyword(s):

Nicotinic Acid ◽

Picolinic Acid ◽

Radical Scavenging ◽

Medicinal Use ◽

Β Carotene ◽

Better Than

Although curcumin displays several beneficial properties, its medicinal use is limited by its low bioavailability. In the present study we report the antioxidant potentials of two bioconjugates of curcumin with nicotinic acid and picolinic acid: di- O-nicotinoyl curcumin [1,7-bis (4- O-nicotinoyl-3-methoxyphenyl)-1,6-heptadiene-3, 5-dione] and di- O-picolinoyl curcumin [1,7-bis (4- O-picolinoyl-3-methoxyphenyl)-1,6-heptadiene-3, 5-dione], in terms of ferric reducing, radical scavenging and β-carotene bleaching abilities, and comparing the observed activity with that of curcumin. Results demonstrate that both the bioconjugates possess higher antioxidant potentials as evidenced by enhanced ferric reducing, radical scavenging and β-carotene bleaching abilities, in comparison with curcumin. On the basis of our results we conclude that these bioconjugates of curcumin may be better than curcumin for medicinal and pharmacological applications.

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