Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer
α,2-3- and α,2-6-sialylated lactosaminide precursor structures obtained by various enzymatic procedures could be used for glycosylations employing triflic acid/N-iodosuccinimide. Easily accessible selectively protected lactoside derivatives served as acceptor disaccharides to give the corresponding...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2010-02-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.6.18 |
| _version_ | 1818657441088274432 |
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| author | Dirk Schmidt Joachim Thiem |
| author_facet | Dirk Schmidt Joachim Thiem |
| author_sort | Dirk Schmidt |
| collection | DOAJ |
| description | α,2-3- and α,2-6-sialylated lactosaminide precursor structures obtained by various enzymatic procedures could be used for glycosylations employing triflic acid/N-iodosuccinimide. Easily accessible selectively protected lactoside derivatives served as acceptor disaccharides to give the corresponding human milk pentasaccharides in good yields. These were characterized by spectroscopic means in the form of their peracetylated derivatives. |
| first_indexed | 2024-12-17T03:41:31Z |
| format | Article |
| id | doaj.art-bf2835c74a8a4643a102f2b0fe4ae242 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T03:41:31Z |
| publishDate | 2010-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-bf2835c74a8a4643a102f2b0fe4ae2422022-12-21T22:05:00ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-02-01611810.3762/bjoc.6.181860-5397-6-18Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimerDirk Schmidt0Joachim Thiem1Faculty of Science, Department of Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, GermanyFaculty of Science, Department of Chemistry, University of Hamburg, Martin-Luther-King-Platz 6, D-20146 Hamburg, Germanyα,2-3- and α,2-6-sialylated lactosaminide precursor structures obtained by various enzymatic procedures could be used for glycosylations employing triflic acid/N-iodosuccinimide. Easily accessible selectively protected lactoside derivatives served as acceptor disaccharides to give the corresponding human milk pentasaccharides in good yields. These were characterized by spectroscopic means in the form of their peracetylated derivatives.https://doi.org/10.3762/bjoc.6.18block synthesishuman milk oligosaccharidessialyllacto-N-neotetraose epimersialyllacto-N-tetraosetrisaccharide thioglycoside donors |
| spellingShingle | Dirk Schmidt Joachim Thiem Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer Beilstein Journal of Organic Chemistry block synthesis human milk oligosaccharides sialyllacto-N-neotetraose epimer sialyllacto-N-tetraose trisaccharide thioglycoside donors |
| title | Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer |
| title_full | Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer |
| title_fullStr | Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer |
| title_full_unstemmed | Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer |
| title_short | Chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto-N-tetraose and sialyllacto-N-neotetraose epimer |
| title_sort | chemical synthesis using enzymatically generated building units for construction of the human milk pentasaccharides sialyllacto n tetraose and sialyllacto n neotetraose epimer |
| topic | block synthesis human milk oligosaccharides sialyllacto-N-neotetraose epimer sialyllacto-N-tetraose trisaccharide thioglycoside donors |
| url | https://doi.org/10.3762/bjoc.6.18 |
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