A practical total synthesis of globo-H for use in anticancer vaccines Journal Article
| Authors: | Jeon, I.; Iyer, K.; Danishefsky, S. J. |
| Article Title: | A practical total synthesis of globo-H for use in anticancer vaccines |
| Abstract: | (Chemical Equation Presented) An improved synthesis of the hexasaccharide MBr1 antigen (globo-H) is reported. Enhanced efficiency in the synthesis was necessary for the scale-up production of globo-H, in order to advance globo-H-based anticancer vaccines to clinical trials. The key features of the improved synthesis include preactivation-based glycosylations and a revised iodosulfonimidation/rearrangement. © 2009 American Chemical Society. |
| Keywords: | unclassified drug; clinical trial; breast cancer; drug synthesis; prostate cancer; molecular sequence data; cancer vaccine; cancer vaccines; sulfonamide; glycosylation; chemical equations; enhanced efficiency; glycosylations; h-based; hexasaccharides; key feature; pre-activation; scale-up; total synthesis; synthesis (chemical); glycosphingolipid globo h; mukaiyama reaction; one pot synthesis; antigens, tumor-associated, carbohydrate; carbohydrate sequence |
| Journal Title: | Journal of Organic Chemistry |
| Volume: | 74 |
| Issue: | 21 |
| ISSN: | 0022-3263 |
| Publisher: | American Chemical Society |
| Date Published: | 2009-11-06 |
| Start Page: | 8452 |
| End Page: | 8455 |
| Language: | English |
| DOI: | 10.1021/jo901682p |
| PUBMED: | 19874068 |
| PROVIDER: | scopus |
| PMCID: | PMC3016894 |
| DOI/URL: | |
| Notes: | --- - "Export Date: 30 November 2010" - "CODEN: JOCEA" - "Source: Scopus" |
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