BioChem - DOS

Structural Identification of Novel Oligosaccharides Produced by Lactobacillus bulgaricus and Lactobacillus plantarum

Journal of agricultural and food chemistry

Black, Brenna A.; Lee, Vivian S. Y.; Zhao, Yuan Yuan; Hu, Ying; Curtis, Jonathan M.; Gä nzle, Michael G.

<P>&beta;-Galactosidases (&beta;-Gal) of lactic acid bacteria produce oligosaccharides from lactose when suitable acceptor carbohydrates are present. This study aimed to elucidate the structure of oligosaccharides formed by galactosylation of <I>N</I>-acetylglucosamine (GlcNAc) and fucose. Crude cellular extract of Lactobacillus bulgaricus and LacLM of Lactobacillus plantarum were used as sources of &beta;-Gal activity. Disaccharides obtained by galactosylation of GlcNAc were identified as Gal-&beta;-(1&rarr;4)-GlcNAc or Gal-&beta;-(1&rarr;6)-GlcNAc by liquid chromatography&ndash;tandem mass spectrometry (LC-MS/MS) and comparison with external standards. Trisaccharides were identified as Gal-&beta;-(1&rarr;6)-Gal-&beta;-(1&rarr;[4 or 6])-GlcNAc by LC-MS, analysis of the MS/MS spectra of selected in-source fragment ions, and their relative retention times. LC-MS analysis revealed the presence of five galactosylated fucosides, but their linkage type could not be identified, partly due to the lack of reference compounds. &beta;-Gal of lactic acid bacteria may serve as suitable tools for the chemoenzymatic synthesis of therapeutic oligosaccharides.</P><P><B>Graphic Abstract</B><BR><IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jafcau/2012/jafcau.2012.60.issue-19/jf300917m/production/images/medium/jf-2012-00917m_0007.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/jf300917m'>ACS Electronic Supporting Info</A></P>

2012

American Chemical Society

0021-8561

1520-5118

60

19

pp.4886-4894

10.1021/jf300917m

http://click.ndsl.kr/servlet/OpenAPIDetailView?keyValue=05787966&target=NART&cn=NART62479076

Lactobacillus bulgaricus; N-acetylglucosamine; fucose; hetero-oligosaccharides; β-galactosidase; LC-ESI-MS/MS