Literature DB >> 9373940

Deacetylation of chitin oligosaccharides of dp 2-4 by chitin deacetylase from Colletotrichum lindemuthianum.

K Tokuyasu1, H Ono, M Ohnishi-Kameyama, K Hayashi, Y Mori.   

Abstract

Chitin oligosaccharides of degree of polymerization 2-4 were deacetylated by purified chitin deacetylase isolated from Colletotrichum lindemuthianum to give their corresponding breakdown products after purification by liquid chromatography. Data from FABMS analyses suggested that N,N',N",N"'-tetraacetylchitotetraose and N,N',N"-triacetylchitotriose were converted into fully-deacetylated corresponding chitosan oligomers. Conversely, N,N'-diacetylchitobiose [(GlcNAc)2] was deacetylated to give a product which showed an [M + H]+ pseudomolecular ion at m/z 383, suggesting that either of the two acetyl groups were removed. Further data from 1H NMR analyses confirmed that the reaction product was 2-acetamido-4-O-(2-amino-2-deoxy-beta-D-glucopyranosyl)-2-deoxy-D-glucos e [GlcN-GlcNAc]. The enzymatic method has three advantageous characteristics over chemical methods: (i) it does not cause unexpected degradation of the sugar chain, (ii) it is highly reproducible, and (iii) unique compounds such as GlcN-GlcNAc may be produced.

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Year:  1997        PMID: 9373940     DOI: 10.1016/s0008-6215(97)00166-3

Source DB:  PubMed          Journal:  Carbohydr Res        ISSN: 0008-6215            Impact factor:   2.104


  13 in total

1.  Amino Groups of Chitosan Are Crucial for Binding to a Family 32 Carbohydrate Binding Module of a Chitosanase from Paenibacillus elgii.

Authors:  Subha Narayan Das; Martin Wagenknecht; Pavan Kumar Nareddy; Bhoopal Bhuvanachandra; Ramana Niddana; Rengarajan Balamurugan; Musti J Swamy; Bruno M Moerschbacher; Appa Rao Podile
Journal:  J Biol Chem       Date:  2016-07-12       Impact factor: 5.157

2.  Group I chitin deacetylases are essential for higher order organization of chitin fibers in beetle cuticle.

Authors:  Mi Young Noh; Subbaratnam Muthukrishnan; Karl J Kramer; Yasuyuki Arakane
Journal:  J Biol Chem       Date:  2018-03-22       Impact factor: 5.157

Review 3.  Application of spectroscopic methods for structural analysis of chitin and chitosan.

Authors:  Jolanta Kumirska; Małgorzata Czerwicka; Zbigniew Kaczyński; Anna Bychowska; Krzysztof Brzozowski; Jorg Thöming; Piotr Stepnowski
Journal:  Mar Drugs       Date:  2010-04-29       Impact factor: 5.118

Review 4.  Chitin deacetylases: properties and applications.

Authors:  Yong Zhao; Ro-Dong Park; Riccardo A A Muzzarelli
Journal:  Mar Drugs       Date:  2010-01-14       Impact factor: 5.118

5.  Subsite structure of the endo-type chitin deacetylase from a deuteromycete, Colletotrichum lindemuthianum: an investigation using steady-state kinetic analysis and MS.

Authors:  Omid Hekmat; Ken Tokuyasu; Stephen G Withers
Journal:  Biochem J       Date:  2003-09-01       Impact factor: 3.857

6.  Solid state fermentation production of chitin deacetylase by Colletotrichum lindemuthianum ATCC 56676 using different substrates.

Authors:  P V Suresh; N M Sachindra; N Bhaskar
Journal:  J Food Sci Technol       Date:  2011-02-06       Impact factor: 2.701

Review 7.  Bioproduction of chitooligosaccharides: present and perspectives.

Authors:  Woo-Jin Jung; Ro-Dong Park
Journal:  Mar Drugs       Date:  2014-10-28       Impact factor: 5.118

8.  Enzymatic production of defined chitosan oligomers with a specific pattern of acetylation using a combination of chitin oligosaccharide deacetylases.

Authors:  Stefanie Nicole Hamer; Stefan Cord-Landwehr; Xevi Biarnés; Antoni Planas; Hendrik Waegeman; Bruno Maria Moerschbacher; Stephan Kolkenbrock
Journal:  Sci Rep       Date:  2015-03-03       Impact factor: 4.379

Review 9.  Chitosans for delivery of nucleic acids.

Authors:  Michael D Buschmann; Abderrazzak Merzouki; Marc Lavertu; Marc Thibault; Myriam Jean; Vincent Darras
Journal:  Adv Drug Deliv Rev       Date:  2013-07-18       Impact factor: 15.470

Review 10.  Substrate Recognition and Specificity of Chitin Deacetylases and Related Family 4 Carbohydrate Esterases.

Authors:  Hugo Aragunde; Xevi Biarnés; Antoni Planas
Journal:  Int J Mol Sci       Date:  2018-01-30       Impact factor: 5.923

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