Synthesis of ABO Histo-Blood Group Type V and VI Antigens*
Peter J. Meloncelli A and Todd L. Lowary A BA Department of Chemistry and Alberta Ingenuity Centre for Carbohydrate Science, Gunning-Lemieux Chemistry Centre, University of Alberta, Edmonton, AB T6G 2G2, Canada.
B Corresponding author. Email: tlowary@ualberta.ca
Australian Journal of Chemistry 62(6) 558-574 https://doi.org/10.1071/CH09058
Submitted: 28 January 2009 Accepted: 11 March 2009 Published: 10 June 2009
Abstract
The ABO histo-blood group antigens have long been of interest to chemists, biochemists, and evolutionary biologists. However, to date, a complete synthesis of all ABO histo-blood group antigens has not been conducted, despite the potential for such a panel to provide a more detailed understanding of the biological roles of these glycan motifs. Here we report the chemical synthesis of the A, B, and H type V and VI antigens in multi-milligramme quantities as part of an overall goal to prepare all 18 A, B, and H antigens. The A and B type V and VI antigens were prepared with a 7-octen-1-yl linker, to enable future conjugation to a protein or solid support. The H type V and VI antigens were prepared as the octyl glycoside, to facilitate detailed enzyme kinetics studies.
* Dedicated to Professor Robert V. Stick on the occasion of his retirement.
Acknowledgements
The present work was supported by the Natural Sciences and Engineering Research Council of Canada, the Canadian Institutes of Health Research, and the Alberta Ingenuity Centre for Carbohydrate Science.
[1]
K. Landsteiner,
Zentralbl. Bakteriol. 1900, 27, 357.
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