Jump to ContentJump to Main Navigation
Show Summary Details

Rio, Jose C. / Laine, Christiane / Potthast, Antje / Takano, Toshiyuki / Theliander, Hans

Holzforschung

International Journal of the Biology, Chemistry, Physics, and Technology of Wood

Editor-in-Chief: Faix, Oskar

Editorial Board Member: Daniel, Geoffrey / Militz, Holger / Rosenau, Thomas / Salmen, Lennart / Sixta, Herbert / Vuorinen, Tapani / Argyropoulos, Dimitris S. / Balakshin, Yu / Barnett, J. R. / Burgert, Ingo / Evans, Robert / Evtuguin, Dmitry V. / Frazier, Charles E. / Fukushima, Kazuhiko / Gindl-Altmutter, Wolfgang / Glasser, W. G. / Holmbom, Bjarne / Isogai, Akira / Kadla, John F. / Koch, Gerald / Lachenal, Dominique / Mansfield, Shawn D. / Morrell, J.J. / Niemz, Peter / Ragauskas, Arthur J. / Ralph, John / Rice, Robert W. / Salin, Jarl-Gunnar / Schmitt, Uwe / Schultz, Tor P. / Sipilä, Jussi / Tamminen, Tarja / Welling, Johannes / Willför, Stefan / Yoshihara, Hiroshi


IMPACT FACTOR increased in 2015: 1.711
5-year IMPACT FACTOR: 1.794
Rank 3 out of 21 in category Materials Science, Paper & Wood and 14 out of 66 in Forestry in the 2015 Thomson Reuters Journal Citation Report/Science Edition

SCImago Journal Rank (SJR) 2015: 0.817
Source Normalized Impact per Paper (SNIP) 2015: 0.954
Impact per Publication (IPP) 2015: 1.427

Online
ISSN
1437-434X
See all formats and pricing

 


Select Volume and Issue

Issues

30,00 € / $42.00 / £23.00

Get Access to Full Text

Stepwise synthesis of chitooligosaccharides through a transition-state analogue substrate catalyzed by mutants of chitinase A1 from Bacillus circulans WL-12

Michinari Kohri1 / Atsushi Kobayashi2 / Masato Noguchi3 / Shin-ichi Kawaida4 / Takeshi Watanabe5 / Shin-ichiro Shoda6

1.

2.

3.

4.

5.

6.

Corresponding author. Department of Biomolecular Engineering, Graduate School of Engineering, Tohoku University, Aoba 6-6-11-514, Aoba-ku, Sendai 980-8579, Japan

Citation Information: Holzforschung. Volume 60, Issue 5, Pages 485–491, ISSN (Online) 1437-434X, ISSN (Print) 0018-3830, DOI: https://doi.org/10.1515/HF.2006.080, August 2006

Publication History

Received:
December 19, 2005
Accepted:
May 4, 2006
Published Online:
2006-08-16

Abstract

Several mutants of chitinase A1 from Bacillus circulans WL-12 have been prepared by site-directed mutagenesis of tryptophan 433. The hydrolytic activity of these mutants toward p-nitrophenyl chitobioside was lower than that of wild-type chitinase A1. The mutants were found to catalyze the transglycosylation reaction of the 1,2-oxazoline derivative of N-acetyllactosamine (Gal-GlcNAc-oxa) to N,N′′-diacetylchitobiose (GlcNAc-GlcNAc), giving rise to a transglycosylated tetrasaccharide product (Gal-GlcNAc-GlcNAc-GlcNAc) in high yield. Based on these results, a one-pot synthesis of chitooligosaccharides by combined use of mutant W433Y and β-galactosidase has been demonstrated. By controlling the reaction conditions, chitotriose and chitotetraose were obtained in 74% and 40% yield (determined by HPLC), respectively, without isolating any intermediate products.

Keywords: Bacillus circulans WL-12; chitinase A1; one-pot synthesis; site-directed mutagenesis; sugar oxazoline; transition-state analog substrate; transglycosylation

Citing Articles

Here you can find all Crossref-listed publications in which this article is cited. If you would like to receive automatic email messages as soon as this article is cited in other publications, simply activate the “Citation Alert” on the top of this page.

[2]
Naoki Yoshida, Tomonari Tanaka, Masato Noguchi, Atsushi Kobayashi, Kumiko Ishikura, Tatsuya Ikenuma, Hiromu Seno, Takeshi Watanabe, Michinari Kohri, and Shin-ichiro Shoda
Chemistry Letters, 2012, Volume 41, Number 7, Page 689
[3]
Masato Noguchi, Tsukasa Fujieda, Wei Chun Huang, Masaki Ishihara, Atsushi Kobayashi, and Shin-ichiro Shoda
Helvetica Chimica Acta, 2012, Volume 95, Number 10, Page 1928
[4]
Takayuki Ohnuma, Tatsuya Fukuda, Satoshi Dozen, Yuji Honda, Motomitsu Kitaoka, and Tamo Fukamizo
Biochemical Journal, 2012, Volume 444, Number 3, Page 437
[5]
Eduardo Andres Martinez, Harry Boer, Anu Koivula, Eric Samain, Hugues Driguez, Sylvie Armand, and Sylvain Cottaz
Journal of Molecular Catalysis B: Enzymatic, 2012, Volume 74, Number 1-2, Page 89
[6]
Michinari Kohri, Atsushi Kobayashi, and Shin-ichiro Shoda
Trends in Glycoscience and Glycotechnology, 2007, Volume 19, Number 107, Page 165

Comments (0)

Please log in or register to comment.