Backbone structures in human milk oligosaccharides: trans-glycosylation by metagenomic β-N-acetylhexosaminidases
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- 作者：Christian Nyffenegger ; Rune Thorbj?rn Nordvang…
- 关键词：Functional screening ; Protein expression ; Synthetic biology ; Chito ; oligosaccharides ; Lacto ; N ; triose II
- 刊名：Applied Microbiology and Biotechnology
- 出版年：2015
- 出版时间：October 2015
- 年：2015
- 卷：99
- 期：19
- 页码：7997-8009
- 全文大小：1,558 KB
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Rune Thorbj?rn Nordvang (1)
Birgitte Zeuner (1)
Mateusz ???yk (1)
Elisabetta Difilippo (2)
Madelon J. Logtenberg (2)
Henk A. Schols (2)
Anne S. Meyer (1)
J?rn Dalgaard Mikkelsen (1)
1. Center for BioProcess Engineering, Department of Chemical and Biochemical Engineering, Technical University of Denmark, Building 229, S?ltofts Plads, 2800, Kgs. Lyngby, Denmark
2. Laboratory of Food Chemistry, Wageningen University, Bornse Weilanden 9, 6708, Wageningen, The Netherlands - 刊物类别：Chemistry and Materials Science
- 刊物主题：Chemistry
Biotechnology
Microbiology
Microbial Genetics and Genomics - 出版者：Springer Berlin / Heidelberg
- ISSN：1432-0614
文摘
This paper describes the discovery and characterization of two novel β-N-acetylhexosaminidases HEX1 and HEX2, capable of catalyzing the synthesis of human milk oligosaccharides (HMO) backbone structures with fair yields using chitin oligomers as β-N-acetylglucosamine (GlcNAc) donor. The enzyme-encoding genes were identified by functional screening of a soil-derived metagenomic library. The β-N-acetylhexosaminidases were expressed in Escherichia coli with an N-terminal His6-tag and were purified by nickel affinity chromatography. The sequence similarities of the enzymes with their respective closest homologues are 59 % for HEX1 and 51 % for HEX2 on the protein level. Both β-N-acetylhexosaminidases are classified into glycosyl hydrolase family 20 (GH 20) are able to hydrolyze para-nitrophenyl-β-N-acetylglucosamine (pNP-GlcNAc) as well as para-nitrophenyl-β-N-acetylgalactosamine (pNP-GalNAc) and exhibit pH optima of 8 and 6 for HEX1 and HEX2, respectively. The enzymes are able to hydrolyze N-acetylchitooligosaccharides with a degree of polymerization of two, three, and four. The major findings were, that HEX1 and HEX2 catalyze trans-glycosylation reactions with lactose as acceptor, giving rise to the human milk oligosaccharide precursor lacto-N-triose II (LNT2) with yields of 2 and 8 % based on the donor substrate. In total, trans-glycosylation reactions were tested with the disaccharide acceptors β-lactose, sucrose, and maltose, as well as with the monosaccharides galactose and glucose resulting in the successful attachment of GlcNAc to the acceptor in all cases. Keywords Functional screening Protein expression Synthetic biology Chito-oligosaccharides Lacto-N-triose II