Chemo-enzymatic synthesis of 4-methylumbelliferyl β-(1→4)-D-xylooligosides: New substrates for β-D-xylanase assays. Eneyskaya, E., Ivanen, D., Shabalin, K., Kulminskaya, A., Backinowsky, L., Brumer III, H., & Neustroev, K. Organic and Biomolecular Chemistry, 3(1):146-151, 2005. cited By 21
Chemo-enzymatic synthesis of 4-methylumbelliferyl β-(1→4)-D-xylooligosides: New substrates for β-D-xylanase assays [link]Paper  doi  abstract   bibtex   
Transglycosylation catalyzed by a β-D-xylosidase from Aspergillus sp. was used to synthesize a set of 4-methylumbelliferyl (MU) β-1→4-D-xylooligosides having the common structure [β-D-Xyl-(1→4)]2-5-β-D-Xyl-MU. MU xylobioside synthesized chemically by the condensation of protected MU β-D-xylopyranoside with ethyl 2,3,4-tri-O-acetyl-l-thio-β-D-xylopyranoside was used as a substrate for transglycosylation with the β-D-xylosidase from Aspergillus sp. to produce higher MU xylooligosides. The structures of oligosaccharides obtained were established by 1H and 13C NMR spectroscopy and electrospray tandem mass spectrometry. MU β-D-xylooligosides synthesized were tested as fluorogenic substrates for the GH-10 family β-D-xylanase from Aspergillus orizae and the GH-11 family β-D-xylanase I from Trichoderma reesei. Both xylanases released the aglycone from MU xylobioside and the corresponding trioside. With substrates having d.p. 4 and 5, the enzymes manifested endolytic activities, splitting off MU, MUX, and MUX, primarily.
@ARTICLE{Eneyskaya2005146,
author={Eneyskaya, E.V. and Ivanen, D.R. and Shabalin, K.A. and Kulminskaya, A.A. and Backinowsky, L.V. and Brumer III, H. and Neustroev, K.N.},
title={Chemo-enzymatic synthesis of 4-methylumbelliferyl β-(1→4)-D-xylooligosides: New substrates for β-D-xylanase assays},
journal={Organic and Biomolecular Chemistry},
year={2005},
volume={3},
number={1},
pages={146-151},
doi={10.1039/b409583a},
note={cited By 21},
url={https://www.scopus.com/inward/record.uri?eid=2-s2.0-11844304068&doi=10.1039%2fb409583a&partnerID=40&md5=03142869ce72c091ef461d3d8b59f0b9},
affiliation={Petersburg Nuclear Physics Institute, Russian Academy of Science, Molec. and Radiat. Biology Division, Gatchina, 188300, Russian Federation; N.D.Zelinsky Inst. of Organ. Chem., Russian Academy of Sciences, Leninsky prosp. 47, Moscow, 119991, Russian Federation; Department of Biotechnology, Royal Institute of Technology (KTH), AlbaNova University Centre, S-106 91, Stockholm, Sweden},
abstract={Transglycosylation catalyzed by a β-D-xylosidase from Aspergillus sp. was used to synthesize a set of 4-methylumbelliferyl (MU) β-1→4-D-xylooligosides having the common structure [β-D-Xyl-(1→4)]2-5-β-D-Xyl-MU. MU xylobioside synthesized chemically by the condensation of protected MU β-D-xylopyranoside with ethyl 2,3,4-tri-O-acetyl-l-thio-β-D-xylopyranoside was used as a substrate for transglycosylation with the β-D-xylosidase from Aspergillus sp. to produce higher MU xylooligosides. The structures of oligosaccharides obtained were established by 1H and 13C NMR spectroscopy and electrospray tandem mass spectrometry. MU β-D-xylooligosides synthesized were tested as fluorogenic substrates for the GH-10 family β-D-xylanase from Aspergillus orizae and the GH-11 family β-D-xylanase I from Trichoderma reesei. Both xylanases released the aglycone from MU xylobioside and the corresponding trioside. With substrates having d.p. 4 and 5, the enzymes manifested endolytic activities, splitting off MU, MUX, and MUX, primarily.},
correspondence_address1={Kulminskaya, A.A.; Petersburg Nuclear Physics Institute, Russian Academy of Science, Molec. and Radiat. Biology Division, Gatchina, 188300, Russian Federation; email: kulm@omrb.pnpi.spb.ru},
issn={14770520},
pubmed_id={15602610},
language={English},
abbrev_source_title={Org. Biomol. Chem.},
document_type={Article},
source={Scopus},
}

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