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Glycobiology Advance Access published online on September 21, 2005
Glycobiology, doi:10.1093/glycob/cwj038
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© The Author 2005. Published by Oxford University Press. All rights reserved. For permissions, please e-mail: journals.permissions@oxfordjournals.org
Received June 3, 2005
Revised August 15, 2005
Accepted September 12, 2005

Article

Elucidation of Binding Specificity of Jacalin towards O-glycosylated Peptides: quantitative analysis by frontal affinity chromatography

Kouichi Tachibana 1, Sachiko Nakamura 2, Han Wang 1, Hiroko Iwasaki 3, Kahori Tachibana 1, Kanako Maebara 1, Lamei Cheng 1, J. Hirabayashi 2, and H. Narimatsu 1*

1 Glycogene Function Team, National Institute of Advanced Industrial Science and Technology (AIST), Central-2, 1-1-1 Umezono, Tsukuba, Ibaraki 305-8568, Japan
2 Glycostructure Analysis Team, Research Center for Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST), Central-2, 1-1-1 Umezono, Tsukuba, Ibaraki 305-8568, Japan
3 Glycogene Function Team, National Institute of Advanced Industrial Science and Technology (AIST), Central-2, 1-1-1 Umezono, Tsukuba, Ibaraki 305-8568, Japan; Amersham Biosciences KK, 3-25-1, Hyakunincho, Shinjuku-ku, Tokyo 169-0073, Japan

* To whom correspondence should be addressed.
H. Narimatsu, E-mail: h.narimatsu{at}aist.go.jp


  Abstract

Jacalin, a lectin from the jackfruit Artocarpus integrifolia, has been known as a valuable tool for specific capturing of O-glycoproteins such as Mucins and IgA1. Though its sugar-binding preference for T/Tn-antigens is well established, its detailed specificity has not been elucidated. In this study, we prepared a series of Mucin-type glycopeptides using human glycosyltransferases, i.e., ST3GalNAc1, Core1Gal-T1 and -T2, {beta}3Gn-T6 and Core2GnT1, and investigated their binding to immobilized Jacalin by means of frontal affinity chromatography (FAC). As a result, consistent with the previous observation, Jacalin showed high affinity for T-antigen (Core1) and Tn-antigen ({alpha}GalNAc)-attached peptides. Furthermore, we here show as novel findings that i) Jacalin also showed significant affinity for Core3 and ST-attached peptides, but ii) Jacalin could not bind to Core2, Core6 and STn-attached peptides. The results were also confirmed by FAC using p-nitrophenyl-derivatized saccharides. In conclusion, Jacalin binds to a GalNAc{alpha}1-peptide, in which C6-OH of {alpha}GalNAc is free (i.e., Core1, Tn, Core3 and ST), whereas it cannot recognize a GalNAc{alpha}1-peptide with a substitution at the C6 position (i.e., Core2, Core6 and STn). These findings provide useful information when applying jacalin for functional analysis of Mucin-type glycoproteins and glycopeptides.

Keywords: glycopeptide/Jacalin/Mucin/O-glycan.
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