Enzymatic synthesis and characterization of galactosyl trehalose trisaccharides

Bong Gwan Kim, Kyung Ju Lee, Nam Soo Han, Kwan Hwa Park, Soo Bok Lee

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13 Citations (Scopus)


α, α-Trehalose was efficiently modified by a transgalactosylation reaction of Escherichia coli β-galactosidase using lactose as a donor to yield two galactosyl trehalose trisaccharides. The reaction products of trehalose by the enzyme were observed by thin layer chromatography (TLC) and high performance anion exchange chromatography (HPAEC) and were purified by BioGel P2 gel permeation chromatography and recycling preparative HPLC. Liquid chromatography-mass spectrometry (LC-MS) and 13C nuclear magnetic resonance (NMR) analyses revealed that the structures of the main products were 62-β-D-galactosyl trehalose (1) and -42-β-D-galactosyl trehalose (2). A reaction of 30%(w/v) trehalose and 15%(w/v) lactose at pH 7.5 and 45°C resulted in a total yield of approximately 27-30% based on the amount of trehalose used. The galactosyl trehalose products were not hydrolyzed by trehalase. In addition, the mixture of transfer products (9:1 ratio of 1 to 2) showed higher thermal stability than glucose, lactose, and maltose, but less than trehalose, against heat treatment over 100 °C at pH 4 and 7. It also exhibited better thermal stability than sucrose at pH 4 alone.

Original languageEnglish
Pages (from-to)127-132
Number of pages6
JournalFood Science and Biotechnology
Issue number1
Publication statusPublished - 2007

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Food Science
  • Applied Microbiology and Biotechnology


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