Synthesis of pentose-containing disaccharides using a thermostable α-l-arabinofuranosidase

α-l-Arabinofuranosidases: the potential applications in biotechnology

“…For example, thermostable a-L-AFase (AbfD3) from T. xylanilyticus [31] has the ability to catalyze transglycosylation in the presence of p-nitrophenyl a-Larabinofuranoside (pNPAraf) and various alcohols. Moreover, Re´mond et al [95] reported the synthesis of several pentose-containing oligosaccharides using this enzyme. The enzyme AbfD3 possessed the ability to synthesize oligosaccharides in kinetically controlled transglycosylation reactions.…”

“…These enzymes warrant substantial research efforts because they represent potential rate-limiting enzymes in the degradation of lignocelluloses from agricultural residues [99]. The action of a-L-AFase alone or in combination with other lignocellulose-degrading enzymes represents a promising biotechnological tool as alternatives to some of the existing chemical technologies such as chlorination in pulp and paper industry [44,46,74], synthesis of oligosaccharides [94,95] and pretreatment of lignocelluloses for bioethanol production [100,101]. Considering the potential and future prospects of a-L-AFases, this paper reviews the various aspects of these enzymes with emphasis on their potential for biotechnology.…”

A Chemoenzymatic Approach for the Synthesis of Unnatural Disaccharides Containing D‐Galacto‐ or D‐Fucofuranosides

“…The specific activities of AbfD3 on 1 and 2 were lower than the activity observed on p-NP-α-l-Araf, but were significantly higher than that estimated for p-NP-β-d-Galf. [16] Investigation of the kinetic parameters revealed that the use of 1 and 2 as substrates caused only minor increases in K m value when compared to the K m value of the hydrolysis of p-NP-α-l-Araf. Importantly, these increases were insignificant when compared to the increase in K m value that was observed when p-NP-β-d-Galf was used as the substrate.…”

“…Previous studies based on site-directed mutagenesis, have led to the localisation of both acidbase and nucleophilic catalytic sites, Glu 176 and Glu 298 , and a third glutamate residue (Glu 28 ) that is not directly involved in the catalytic mechanism, but which is probably a key determinant of substrate recognition in the -1 subsite. [15] In two recent studies, [16] the glycosynthetic ability of AbfD3 was further investigated using a variety of candidates as acceptors and/or donors. Likewise, it was shown that AbfD3 can catalyze the self-condensation of aromatic glycosides derived from α-l-arabinofuranose (α-l-Araf), β-d-xylopyranose (β-d-Xylp) and β-d-galactofuranose (β-dGalf), a hexose that is configurationally related to α-l-Araf.…”

Recent knowledge and innovations related to hexofuranosides: structure, synthesis and applications

“…217 This particular enzyme is able to degrade the biomass and has also been used as an efficient biocatalyst to prepare natural and non-natural disaccharides. 195,218,246 Moreover, it has been shown recently that the lack of activity of the a-L L-arabinofuranosidase XYL3 resulted in the decrease of seed size and a delayed germination without affecting the seed viability. 219 Despite the fact that our best thiogalactofuranoside derivative proved to be a very weak inhibitor (Fig.…”