A second generation synthesis of the MBr1 (globo-H) breast tumor antigen: New application of the n-pentenyl glycoside method for achieving complex carbohydrate protein linkages Journal Article

  

Authors:	Allen, J. R.; Allen, J. C.; Zhang, X. F.; Williams, L. J.; Zatorski, A.; Ragupathi, G.; Livingston, P. O.; Danishefsky, S. J.
Article Title:	A second generation synthesis of the MBr1 (globo-H) breast tumor antigen: New application of the n-pentenyl glycoside method for achieving complex carbohydrate protein linkages
Abstract:	A new synthesis of the hexasaccharide MBr1 antigen (gloho-H) is reported. A revised construction with improved efficiency was necessary because an anti-cancer vaccine containing this antigen is entering phase II and phase III clinical trials for prostate cancer. The key feature of this second generation synthesis is the preparation of globo-H as its n-pentenyl glycoside. This group serves as an anomeric protecting group and as a linker for bioconjugation to carrier protein. The resultant synthesis allows for the production of suitable quantities of globo-H for clinical trials.
Keywords:	carrier protein; unclassified drug; molecular genetics; phase 2 clinical trial; drug structure; drug synthesis; breast neoplasms; tumor antigen; prostate cancer; immunology; chemistry; molecular sequence data; antigens; antigens, neoplasm; cancer vaccine; cancer vaccines; breast tumor; phase 3 clinical trial; molecular interaction; conformation; tumor vaccine; spectroscopy; reaction analysis; chemical reaction; synthesis; carbohydrate analysis; carbohydrate sequence; carbohydrates; carbohydrate derivative; glycosides; glycoconjugate; carbohydrate conformation; glycoside; spectrum analysis; glycoconjugates; clinical trials, phase ii; clinical trials, phase iii; humans; human; article; mbr 1 antigen
Journal Title:	Chemistry - A European Journal
Volume:	6
Issue:	8
ISSN:	0947-6539
Publisher:	Wiley V C H Verlag Gmbh
Date Published:	2000-04-17
Start Page:	1366
End Page:	1375
Language:	English
PUBMED:	10840960
PROVIDER:	scopus
DOI:	10.1002/(SICI)1521-3765(20000417)6:8<1366::AID-CHEM1366>3.0.CO;2-K
DOI/URL:	http://www.scopus.com/inward/record.url?eid=2-s2.0-0034646882&partnerID=40&md5=49730539efddadcf61c127434255f49c
Notes:	Export Date: 18 November 2015 -- Source: Scopus

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