Enzymatic synthesis of hydrophilic and hydrophobic derivatives of natural phenolic acids in organic media

Abstract Protein extracts from seedlings of Raphanus sativus catalyze the transfer of the glucosyl moiety of UDP-glucose to the carboxyl group of phenolic acids. Enzymatic activity was determined spectrophotometrically by measuring the increase in absorbance at 360 nm and/or by the aid of high performance liquid chromatography (HPLC). From 12 phenolic acids tested as acceptors, sinapic acid was by far the best substrate. The glucosyltransfer to sinapic acid has a pH optimum near 7 and requires as SH group for activity, p-Chloromercuribenzoate (PCMB) inhibits activity, which can be restored by the addition of dithiothreitol (DTT). The formation of 1-sinapoylglucose was found to be a reversible reaction, since the addition of UDP results in a breakdown of the ester.

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ChemInform Abstract: Highly Regioselective Enzymatic Synthesis of Polymerizable Derivatives of Methyl Shikimate.

ChemInform ◽

10.1002/chin.200814215 ◽

2008 ◽

Vol 39 (14) ◽

Author(s):

Chao Li ◽

Hai-Yang Wang ◽

Na Wang ◽

Yu-Guo Fang ◽

Xi Chen ◽

...

Keyword(s):

Enzymatic Synthesis ◽

Derivatives Of

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Enzymatic synthesis of l-ascorbyl linoleate in organic media

Bioprocess and Biosystems Engineering ◽

10.1007/s00449-005-0006-3 ◽

2005 ◽

Vol 28 (4) ◽

pp. 211-215 ◽

Cited By ~ 20

Author(s):

QingXun Song ◽

Ying Zhao ◽

WeiQin Xu ◽

WenYu Zhou ◽

DongZhi Wei

Keyword(s):

Enzymatic Synthesis ◽

Organic Media

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Attempts at the enzymatic synthesis of chiral ester derivatives of 1,3,5-triaza-7-phosphaadamantane (PTA)

Phosphorus Sulfur and Silicon and the Related Elements ◽

10.1080/10426507.2021.2011889 ◽

2021 ◽

pp. 1-5

Author(s):

Małgorzata Kwiatkowska ◽

Piotr Kiełbasiński

Keyword(s):

Enzymatic Synthesis ◽

Derivatives Of

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Total phenolics and phenolic acids content in low (Chrysopogon gryllus) and mediocre quality (Festuca vallesiaca) forage grasses of Deliblato Sands meadow-pasture communities in Serbia

Czech Journal of Animal Science ◽

10.17221/3995-cjas ◽

2011 ◽

Vol 50 (No. 2) ◽

pp. 54-59 ◽

Cited By ~ 8

Author(s):

L. Djurdjević ◽

M. Mitrović ◽

P. Pavlović ◽

S. Perišić ◽

M. Mačukanović-Jocić

Keyword(s):

Benzoic Acid ◽

Phenolic Acids ◽

Hplc Analysis ◽

Total Phenolics ◽

Syringic Acid ◽

Forage Grasses ◽

Benzoic Acid Derivatives ◽

Derivatives Of ◽

Bound Phenolics

 Chrysopogon gryllus and Festuca vallesiaca are components of a number of meadow-pasture communities in Serbia. We performed the analyses of phenolics that influence quality and digestibility of grasses to a great extent. Total phenolics were measured spectrophotometrically and phenolic acids by HPLC analysis. The aboveground parts of C. gryllus contained 10.6 mg/g whereas F. vallesiaca of 21.6 mg/g total phenolics. Bound phenolics dominated over free ones in both species. The content of both free and bound p-coumaric, ferulic, p-hydroxybenzoic and syringic acid was higher in C. gryllus (6.34 mg/g) than in F. vallesiaca (3.96 mg/g). Derivatives of cinnamic acid prevailed in both species compared to the benzoic acid derivatives. Low quality of C. gryllus is connected with its high tissue phenolic acids and mediocre quality of F. vallesiaca with the high content of total phenolics that act unfavourably on digestibility of such grasses.  

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Comparison of Phenolic Compound Separations by HPTLC and PPEC with SDS as the Mobile Phase Component

Journal of Analytical Methods in Chemistry ◽

10.1155/2019/6845340 ◽

2019 ◽

Vol 2019 ◽

pp. 1-15 ◽

Cited By ~ 1

Author(s):

Beata Polak ◽

Adam Traczuk ◽

Marta Kamińska ◽

Małgorzata Kozyra

Keyword(s):

Phenolic Acids ◽

Mobile Phase ◽

Sodium Dodecyl ◽

Flavonoid Glycosides ◽

Migration Distance ◽

Phase Component ◽

Solute Retention ◽

Layer Chromatography ◽

Derivatives Of ◽

Mobile Phase Component

The application of the surfactant (sodium dodecyl sulphate, SDS) as the component of the water-organic mobile phase in thin-layer chromatography and pressurized planar electrochromatography is presented. The influence of various variables on the separation of various phenolic compounds (flavonoids and phenolic acids) as model compounds with systems containing surfactant is discussed. The effect of concentration of butanol and SDS as well as pH of the mobile phase buffer on migration distance of the solute zones is investigated. The presence of SDS in the eluent affects the butanol solubility in the mobile phase. It allows using higher organic solvent concentration systems compared with the mode without surfactant. The amount of SDS in the eluent has the effect on the solute retention, whereas the eluent buffer pH affects the migration distances of ionisable phenolic acids both in HPTLC and PPEC. The migration distances of flavonoid glycosides are considerably longer than those of pure flavonoids. Considering second group of investigated solutes, derivatives of the benzoic acid migrate longer distances in comparison with the cinnamic acid ones. In addition, in the majority of experiments, ionisable compounds (phenolic acids) migrate longer distances in PPEC than nonionisable compounds (flavonoids). Additionally, the order of solutes differs in the PPEC and HPTLC system.

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