Skip Navigation

This Article
Right arrow Full Text (PDF)
Right arrow Alert me when this article is cited
Right arrow Alert me if a correction is posted
Services
Right arrow Email this article to a friend
Right arrow Similar articles in this journal
Right arrow Similar articles in PubMed
Right arrow Alert me to new issues of the journal
Right arrow Add to My Personal Archive
Right arrow Download to citation manager
Right arrow Request Permissions
Google Scholar
Right arrow Articles by Shigeta, S.
Right arrow Articles by Oka, S.
Right arrow Search for Related Content
PubMed
Right arrow PubMed Citation
Right arrow Articles by Shigeta, S.
Right arrow Articles by Oka, S.
Social Bookmarking
Add to CiteULike   Add to Connotea   Add to Del.icio.us  
What's this?

J. Biochem, 1990, Vol. 108, No. 1 47-52
© 1990 Japanese Biochemical Society

research-article

Structure of an Allergenic Pentasaccharitol, Gp-1ß-b6, Isolated from a Sea Squirt Antigen, Gi-rep, as a Minimum Structural Unit Responsible for Its Allergenicity

Seiko Shigeta*, Masaaki Okamura*, Masahiko Tsutsumi*, Kazuhisa Ono*, Masaya Ohta**, Fumito Matsuura**, Toshifumi Takao*** and Satoru Oka*

*Department of Fermentation Technology, Faculty of Engineering, Hiroshima University Higashi-Hiroshima, Hiroshima 724
**Department of Biotechnology, Faculty of Engineering, Fukuyama University Fukuyama, Hiroshima 729-02
***Institute for Protein Research, Osaka University Suita, Osaka 564

An allergenic pentasaccharitol, Gp-1ß-b6, was isolated as a minimum structural unit responsible for the allergic reaction in skin of patients with sea squirt allergy from a saccharitol fraction, Gp-1ß-b, that had been liberated by ß-elimination from a glycopeptide in a Pronase digest of a sea squirt antigen, Gi-rep. Methylation/GC-MS and FAB-MS analyses indicated the sugar sequence of Gp-1ß-b6 to be GalNAcl->2Fucl->(GalNAcl->) 3,4GlcNAcl->3GalNAc-ol. To analyze the structure in more detail, Gp-1ß-b6 was labeled with p-aminobenzoic acid ethyl ester (ABEE), i.e., the reducing terminal 3-O-substituted GalNAc-ol of the saccharitol was oxidized to 2-O-substituted L-ThrNAc with equimolar periodate, and the resultant aldehyde was labeled with ABEE by reductive amination. The ABEE-labeled Gp-1ß-b6 was subjected to sequential exoglycosidase digestion with ß-N-acetylhexosaminidase, {alpha}-N-acetylgalactosaminidase, and {alpha}-fucosidase, and the digests were chromatographed on an HPLC column of TSK gel Amide 80. From the results of the HPLC, methylation/GC-MS, and FAB-MS analyses of the digests of the labeled substrate, the structure of Gp-1ß-b6 was determined to be GalNAc{alpha}1->2Fuc{alpha}1->3(GalNAcß1->4)GlcNAcß1->3GalNAc-ol. Enzymatic elimination of either the non-reducing terminal ß-GalNAc or the non-reducing terminal {alpha}-GalNAc led to inactivation of the allergenic pentasaccharitol. Accordingly, it is possible that the allergenic saccharitol contains two disaccharide units as the allergy-specific epitopes, one GalNAc{alpha}1->2Fuc{alpha}1-> and the other GlcNAcß1->4GlcNAcß1->.

1This work was supported in part by Grants-in-Aid for Scientific Research (Nos. 59124001 and 60560096) from the Ministry of Education, Science, and Culture of Japan.


Add to CiteULike CiteULike   Add to Connotea Connotea   Add to Del.icio.us Del.icio.us    What's this?




Disclaimer: Please note that abstracts for content published before 1996 were created through digital scanning and may therefore not exactly replicate the text of the original print issues. All efforts have been made to ensure accuracy, but the Publisher will not be held responsible for any remaining inaccuracies. If you require any further clarification, please contact our Customer Services Department.