Efficient chemoenzymatic synthesis of 4-nitrophenyl β-d-apiofuranoside and its use in screening of β-d-apiofuranosidases

Kis, Peter; Potocká, Elena Karnišová; Mastihuba, Vladimı́r; Mastihubová, Mária

doi:10.1016/j.carres.2016.04.030

Cited by 8 publications

(14 citation statements)

References 32 publications

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“…The main motivation for this work was the disparity between the b-apiosidase activity in nowadays enzyme preparations reported in the paper of Kis et al (2016) and that reported in selected 1990's papers (Table 1). As it follows from Table 1, crude preparation of Klerzyme 200 had the activity of 5-8 nkat/mg.…”

Section: Resultsmentioning

confidence: 99%

“…As it follows from Table 1, crude preparation of Klerzyme 200 had the activity of 5-8 nkat/mg. Table 2 shows that Viscozyme L, selected as the best enzyme source by Kis et al (2016) considering its price and availability has the specific activity by one order of magnitude lower. It is difficult to interpret this difference by the former preparation being obtained by A. niger cultivation whereas the latter one is a product of A. aculeatus.…”

Section: Resultsmentioning

confidence: 99%

“…Enzyme preparation Viscozyme L (protein concentration of 85 g/l as given by the producer), a product of Novozymes (Bagsvaerd, Denmark), was purchased from Biotech (Trnava, Slovakia). A synthetic substrate, 4-nitrophenyl b-D-apiofuranoside, for the detection of b-apiosidase activity was synthesised using the chemoenzymatic procedure described by Kis et al (2016). Crude apiin (65 % according to HPLC) was prepared by extraction from parsley leaves using a proprietary in-house procedure based on the method of Hulyalkar et al (1965).…”

Section: Methodsmentioning

confidence: 99%

“…Characteristics of the isolated and purified b-apiosidases are shown in Table 1. A renewed interest in b-apiosidase has recently been observed with the aim of investigating its potential in biocatalytic synthesis of specialty chemicals. Kis et al (2016) examined the occurrence of b-apiofuranosidases in 45 samples of commercial enzyme preparations and in eight samples of plant materials. The enzyme was identified in 16 enzymatic preparations, from which the highest b-apiosidase activity was found in Rapidase AR 2000, Lallzyme BETA, Amano a-galactosidase DS, Viscozyme L and Novozym 188.…”

Section: Introductionmentioning

confidence: 99%

“…All preparations exhibiting b-apiosidase activity originated from Aspergillus sp. (Kis et al, 2016). Reaction mechanism of exo-acting b-apiosidase found in Viscozyme L, a product of Aspergillus aculeatus, has recently been studied in detail by Mastihuba et al (2019).…”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Apiin-induction of β-apiosidase production by Aspergillus sp. strains

Karkeszová

Illeová

Kis

et al. 2020

Acta Chimica Slovaca

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Abstractβ-Apiosidase is a rare glycosidase applied in winemaking for flavour enhancement. This enzyme is involved in the release of volatile terpenes by hydrolysis of their odourless glycosidic precursors. It is found as a minor component in commercial pectinase/cellulase preparations. Microbial production of β-apiosidase by two Aspergillus sp. strains was investigated. Apiin-induced production of this extracellular glycosidase was confirmed only during the cultivation of Aspergillus niger CBS 554.65 but the high productivity value reported in the work of Dupin et al. (1992) J. Agric. Food Chem. 40(10): 1886—1891 could not be reproduced. The achieved productivity was by far not satisfactory considering the apiin cost. Commercial enzyme preparations with β-apiosidase side-activity thus remain a better alternative as the enzyme source for biocatalytic applications.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Apiin-induction of β-apiosidase production by Aspergillus sp. strains

Karkeszová

Illeová

Kis

et al. 2020

Acta Chimica Slovaca

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Enigmatic Apiogalacturonans – What Do We Know About This Group of Pectic Polysaccharides?

Pfeifer

2023

Annual Plant Reviews Online

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The plant cell wall consists of various polysaccharide groups contributing to its functions both structurally and physiologically. Within the most complex group of cell wall polysaccharides, the pectins, one subgroup contains the unusual branched‐chain pentose apiose as major decorating sugar. That polysaccharide, named apiogalacturonan, was first described in the 1960s and subsequent studies tried to resolve different aspects such as structure, biosynthesis, and function. One aspect of the research was its taxonomical distribution, which seemed to be restricted to only a few genera within the whole plant kingdom. The physiological reason for that as well as the genetic background is currently unknown. Some progress was achieved during the last years in shedding more light on the biosynthesis of the activated sugar but to a fundamental understanding of apiogalacturonan biosynthesis much more work is to be done. The aim of this article is to present the different aspects of the performed research studies, to draw conclusions for the current state of research, and to propose future directions to further extend the knowledge on these unusual macromolecules.

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Off‐line two‐dimensional liquid chromatography separation for the quality control of saponins samples from Quillaja Saponaria

Lecas

Nuccio

Vaumas

et al. 2021

J of Separation Science

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Quil‐A is a purified extract of saponins with strong immunoadjuvant activity. While specific molecules have been identified and tested in clinical trials, Quil‐A is mostly used as a totum of the Quillaja Saponaria bark extract. Quality control of the extract stability is usually based on the monitoring of specific saponins, whereas the comparison of samples with an initial chromatogram seems more appropriate. A reference fingerprint based on comprehensive two‐dimensional liquid chromatography offers a rapid detection of nonconform samples. To fulfill quality control constraints, off‐line configuration using basic instrumentation was promoted. Hence, reversed‐phase liquid chromatography × reversed‐phase liquid chromatography and hydrophilic interaction chromatography × reversed‐phase liquid chromatography methods with ultraviolet and single‐quadrupole mass spectrometry detection were kinetically optimized. The reversed‐phase liquid chromatography × reversed‐phase liquid chromatography method used a pH switch between dimensions to maximize orthogonality. Despite diagonalization, it led to a high peak capacity of 831 in 2 h. On the other hand, the combination of hydrophilic interaction chromatography and reversed‐phase liquid chromatography offered a larger orthogonality but a lower, yet satisfactory peak capacity of 673. The advantages of both methods were illustrated on degraded samples, where the reversed‐phase liquid chromatography × reversed‐phase liquid chromatography contour plot highlighted the loss of fatty acid chains, while the hydrophilic interaction chromatography × reversed‐phase liquid chromatography method was found useful to evidence enzymatic loss of sugar moieties.

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Efficient chemoenzymatic synthesis of 4-nitrophenyl β-d-apiofuranoside and its use in screening of β-d-apiofuranosidases

Cited by 8 publications

References 32 publications

Apiin-induction of β-apiosidase production by Aspergillus sp. strains

Apiin-induction of β-apiosidase production by Aspergillus sp. strains

Enigmatic Apiogalacturonans – What Do We Know About This Group of Pectic Polysaccharides?

Off‐line two‐dimensional liquid chromatography separation for the quality control of saponins samples from Quillaja Saponaria

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