Characteristics of transxylosylation by β-xylosidase from Aspergillus awamori K4

Kurakake, Masahiro; Fujii, Taichi; Yata, Masahiro; Okazaki, Toshio; Komaki, Toshiaki

doi:10.1016/j.bbagen.2005.08.009

Cited by 34 publications

(24 citation statements)

References 27 publications

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“…Xylotriose and xylobiose were first assayed as simultaneous donors and acceptors in separate reactions. This double role of substrates has been previously reported (24). Since the enzyme preferentially hydrolyzes X3 over X2 (Fig.…”

Section: Fig 2 Estimation Of Bxtw1 Molecular Mass By Sds-page (A) Andmentioning

confidence: 82%

“…No clear conclusions could be drawn from the results obtained when sugar alcohols or disaccharides were used as acceptors; in these cases, unknown steric hindrances may occur. A deeper understanding of the residues and mechanism involved in transxylosylation reactions would be necessary to decipher acceptor specificity (24,47). Currently, a complete structural analysis of BxTW1 is being carried out in order to grasp its hydrolytic and transxylosylation capacities.…”

Section: Discussionmentioning

confidence: 99%

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Novel pH-Stable Glycoside Hydrolase Family 3 β-Xylosidase from Talaromyces amestolkiae: an Enzyme Displaying Regioselective Transxylosylation

Nieto-Domínguez

Eugenio

Barriuso

et al. 2015

Appl Environ Microbiol

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This paper reports on a novel ␤-xylosidase from the hemicellulolytic fungus Talaromyces amestolkiae. The expression of this enzyme, called BxTW1, could be induced by beechwood xylan and was purified as a glycoprotein from culture supernatants. We characterized the gene encoding this enzyme as an intronless gene belonging to the glycoside hydrolase gene family 3 (GH3). BxTW1 exhibited transxylosylation activity in a regioselective way. This feature would allow the synthesis of oligosaccharides or other compounds not available from natural sources, such as alkyl glycosides displaying antimicrobial or surfactant properties. Regioselective transxylosylation, an uncommon combination, makes the synthesis reproducible, which is desirable for its potential industrial application. BxTW1 showed high pH stability and Cu 2؉ tolerance. The enzyme displayed a pI of 7.6, a molecular mass around 200 kDa in its active dimeric form, and K m and V max values of 0.17 mM and 52.0 U/mg, respectively, using commercial p-nitrophenyl-␤-D-xylopyranoside as the substrate. The catalytic efficiencies for the hydrolysis of xylooligosaccharides were remarkably high, making it suitable for different applications in food and bioenergy industries. P lant biomass represents the most abundant renewable energy resource available on earth. It is composed mainly of cellulose and hemicellulose, two polysaccharides that constitute the raw material for the so-called second-generation (2G) bioethanol industry. The production of this biofuel has received special attention in recent years because it is based on the use of nonfood sources of cellulosic biomass (1). It has been pointed out that energy crops should be restricted to metal-contaminated soils in order to avoid cultivation competition against the food industry (2, 3).In order to make the production of this biofuel economically viable, many modifications have been introduced into the industrial process in recent years. Among them, the strategy of combining enzymatic hydrolysis of lignocellulose with ethanol fermentation in a single process known as simultaneous saccharification and fermentation (SSF) is a significant step forward, but reduced production costs and improved yields are still necessary (1). Most studies have been using agricultural wastes as raw materials, usually after a physicochemical pretreatment to disrupt the lignocellulose structure to enhance cellulose and hemicellulose accessibility. Nevertheless, the industrial procedure currently used to produce 2G ethanol consists of fermenting glucose, which is enzymatically released from cellulose by using Saccharomyces cerevisiae as a biocatalyst (4). To increase process yields, hemicellulose hydrolysis and pentose fermentation are extremely relevant. Within this heterogeneous group of polysaccharides, xylans are most abundant in hardwoods and grass. They are composed of a backbone of ␤-1,4-linked D-xylopyranosyl units highly substituted with arabinofuranose, glucose, glucuronic or methyl-glucuronic acid, and acetyl side groups. The enz...

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Section: Fig 2 Estimation Of Bxtw1 Molecular Mass By Sds-page (A) Andmentioning

confidence: 82%

Section: Discussionmentioning

confidence: 99%

Novel pH-Stable Glycoside Hydrolase Family 3 β-Xylosidase from Talaromyces amestolkiae: an Enzyme Displaying Regioselective Transxylosylation

Nieto-Domínguez

Eugenio

Barriuso

et al. 2015

Appl Environ Microbiol

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“…The mature protein has 778 amino acids long with a molecular weight of 84.63 kDa. Amino acid sequence homology study revealed similarities to A. niger b-xylosidase gene (Kurakake et al 2005).…”

Section: Glycosyl Hydrolases Familymentioning

confidence: 97%

“…Such characteristic complicates the identification of their natural substrates as well as their denomination since the latter is based on the specificity of these enzymes. Transglycosylation activity has been reported in family-3 GHs (Herrmann et al 1997;Kurakake et al 2005;Wakiyama et al 2008).…”

Section: Glycosyl Hydrolases Familymentioning

confidence: 98%

β-Xylosidases from filamentous fungi: an overview

Knob

Terrasan

Carmona

2009

World J Microbiol Biotechnol

162

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b-Xylosidases are hydrolytic enzymes which play an important role in xylan degradation, hydrolyzing xylobiose and xylooligosaccharides to xylose from the nonreducing end. Filamentous fungi are particularly interesting producers of this enzyme from an industrial point of view, due to the fact that they secrete b-xylosidases into the medium. Besides, fungal b-xylosidases are highly advantageous for their elevated activity levels and specificity. Interest in xylanolytic enzymes has been increasing, for their possible application in many biotechnological processes. This fact has driven the isolation, purification and characterization of several b-xylosidases. In this review, the mechanisms of action, substrate specificities, physicochemical characteristics, regulation at molecular level, molecular cloning and classification of filamentous fungal b-xylosidases are described. The potential industrial applications of fungal b-xylosidases will also be presented.

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“…Aspergillus pulverulentus b-xylosidase has been used to transfer a xylosyl residue to the hydroquinone of diphenol (Sulistyo et al 1994). We have previously reported that Aspergillus awamori K4 b-xylosidase (AN: AB154359) has high xylosyl-transferring activity and broad acceptor specificity for alcohols, sugar alcohols, and sugars in transxylosylation (Kurakake et al 1997(Kurakake et al , 2005.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of sugar fatty acid esters using a β-xylosidase from Aspergillus awamori for transxylosylation

2011

Self Cite

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Aspergillus awamori K4 β-xylosidase has broad acceptor specificity. It has been used to synthesize a sugar fatty acid ester via its transxylosylation activity. One xylosyl residue was initially transferred to hexamethylene glycol as a linker with a yield of 0.36 g/g xylobiose. Linoleic acid was subsequently linked to one terminal hydroxyl side of the transfer product hydroxyhexyl xyloside through an esterification reaction catalyzed by a lipase. The synthesis of hexyl linoleoyl xyloside was confirmed by TOF-MS analysis. The binding with a linker improved the esterification reaction because of the hydrophobic hexamethylene chain and also prevented steric hindrance by the xylosyl residue. This sugar fatty acid ester synthesis method using transglycosylation should facilitate the production of emulsifiers or surfactants with various functions.

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Characteristics of transxylosylation by β-xylosidase from Aspergillus awamori K4

Cited by 34 publications

References 27 publications

Novel pH-Stable Glycoside Hydrolase Family 3 β-Xylosidase from Talaromyces amestolkiae: an Enzyme Displaying Regioselective Transxylosylation

Novel pH-Stable Glycoside Hydrolase Family 3 β-Xylosidase from Talaromyces amestolkiae: an Enzyme Displaying Regioselective Transxylosylation

β-Xylosidases from filamentous fungi: an overview

Synthesis of sugar fatty acid esters using a β-xylosidase from Aspergillus awamori for transxylosylation

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