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  Active site mapping of xylan-deconstructing enzymes with arabinoxylan oligosaccharides produced by automated glycan assembly

Senf, D., Ruprecht, C., de Kruijff, G., Simonetti, S., Schuhmacher, F., Seeberger, P. H., et al. (2017). Active site mapping of xylan-deconstructing enzymes with arabinoxylan oligosaccharides produced by automated glycan assembly. Chemistry – A European Journal, 32(13), 3197-3205. doi:10.1002/chem.201605902.

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 Urheber:
Senf, Deborah1, Autor           
Ruprecht, Colin1, Autor           
de Kruijff, Goswinus, Autor
Simonetti, Sebastian, Autor
Schuhmacher, Frank2, Autor           
Seeberger, Peter H.2, Autor           
Pfrengle, Fabian1, Autor           
Affiliations:
1Fabian Pfrengle, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863303              
2Peter H. Seeberger - Automated Systems, Biomolekulare Systeme, Max Planck Institute of Colloids and Interfaces, Max Planck Society, ou_1863306              

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Schlagwörter: carbohydrates; solid-phase Synthesis; plant cell wall; arabinoxylan; glycosyl hydrolases
 Zusammenfassung: Xylan-degrading enzymes are crucial for the deconstruction of hemicellulosic biomass, making the hydrolysis products available for various industrial applications such as biofuel production. To determine the substrate specificities of these enzymes, we prepared a collection of complex xylan oligosaccharides by automated glycan assembly. Seven differentially protected building blocks provided the basis for the modular assembly of 2-substituted, 3-substituted, and 2-/3-substituted arabino- and glucuronoxylan oligosaccharides. Elongation of the xylan backbone relied on iterative additions of C4-fluorenylmethoxylcarbonyl (Fmoc) protected xylose building blocks to a linker-functionalized resin. Arabinofuranose and glucuronic acid residues have been selectively attached to the backbone using fully orthogonal 2-(methyl)naphthyl (Nap) and 2-(azidomethyl)benzoyl (Azmb) protecting groups at the C2- and C3-hydroxyls of the xylose building blocks. The arabinoxylan oligosaccharides are excellent tools to map the active site of glycosyl hydrolases involved in xylan deconstruction. The substrate specificities of several xylanases and arabinofuranosidases were determined by analyzing the digestion products after incubation of the oligosaccharides with glycosyl hydrolases.

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 Datum: 2017-01-162017
 Publikationsstatus: Erschienen
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 Identifikatoren: DOI: 10.1002/chem.201605902
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Förderprogramm : Emmy Noether program PF850/1-1 to FP and SFB 765
Förderorganisation : DFG

Quelle 1

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Titel: Chemistry – A European Journal
  Andere : Chem. – Eur. J.
  Andere : Chem. Eur. J.
Genre der Quelle: Zeitschrift
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Ort, Verlag, Ausgabe: Weinheim : Wiley-VCH
Seiten: - Band / Heft: 32 (13) Artikelnummer: - Start- / Endseite: 3197 - 3205 Identifikator: ISSN: 0947-6539