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- Publisher Website: 10.1039/C4SC01013B
- Scopus: eid_2-s2.0-84905178795
- WOS: WOS:000340695800037
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Article: A facile synthesis of sialylated oligolactosamine glycans from lactose via the Lafont intermediate
Title | A facile synthesis of sialylated oligolactosamine glycans from lactose via the Lafont intermediate |
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Authors | |
Issue Date | 2014 |
Publisher | Royal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/publishing/journals/sc/About.asp |
Citation | Chemical Science, 2014, v. 5 n. 9, p. 3634-3639 How to Cite? |
Abstract | The 2-aminophosphonium iodide lactosamine glycoside (Lafont intermediate) readily obtained from lactose has been previously shown not to be amenable to derivatization for oligosaccharide synthesis, but has now been successfully converted via the salicylaldehyde imine into suitably protected lactosamine building blocks (13–16) for glycosylation. The titled strategy has enabled us to rapidly synthesize the Neu5Ac-α-2,3LacNAc-β-1,3LacNAc pentasaccharide and Neu5Ac-α-2,3LacNAc-β-1,3LacNAc-β-1,3LacNAc heptasaccharide. Furthermore, this strategy has been adopted for the synthesis of other 2-amino sugars (e.g., 23–27), which provides a useful method for the preparation of 2-amino sugar building blocks. |
Persistent Identifier | http://hdl.handle.net/10722/202610 |
ISSN | 2023 Impact Factor: 7.6 2023 SCImago Journal Rankings: 2.333 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Peng, P | - |
dc.contributor.author | Liu, H | - |
dc.contributor.author | Gong, J | - |
dc.contributor.author | Nicholls, JM | - |
dc.contributor.author | Li, X | - |
dc.date.accessioned | 2014-09-19T08:42:31Z | - |
dc.date.available | 2014-09-19T08:42:31Z | - |
dc.date.issued | 2014 | - |
dc.identifier.citation | Chemical Science, 2014, v. 5 n. 9, p. 3634-3639 | - |
dc.identifier.issn | 2041-6520 | - |
dc.identifier.uri | http://hdl.handle.net/10722/202610 | - |
dc.description.abstract | The 2-aminophosphonium iodide lactosamine glycoside (Lafont intermediate) readily obtained from lactose has been previously shown not to be amenable to derivatization for oligosaccharide synthesis, but has now been successfully converted via the salicylaldehyde imine into suitably protected lactosamine building blocks (13–16) for glycosylation. The titled strategy has enabled us to rapidly synthesize the Neu5Ac-α-2,3LacNAc-β-1,3LacNAc pentasaccharide and Neu5Ac-α-2,3LacNAc-β-1,3LacNAc-β-1,3LacNAc heptasaccharide. Furthermore, this strategy has been adopted for the synthesis of other 2-amino sugars (e.g., 23–27), which provides a useful method for the preparation of 2-amino sugar building blocks. | - |
dc.language | eng | - |
dc.publisher | Royal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/publishing/journals/sc/About.asp | - |
dc.relation.ispartof | Chemical Science | - |
dc.title | A facile synthesis of sialylated oligolactosamine glycans from lactose via the Lafont intermediate | - |
dc.type | Article | - |
dc.identifier.email | Peng, P: peng1109@hku.hk | - |
dc.identifier.email | Liu, H: liuhan@hku.hk | - |
dc.identifier.email | Gong, J: gongjz@hku.hk | - |
dc.identifier.email | Nicholls, JM: jmnichol@hkucc.hku.hk | - |
dc.identifier.email | Li, X: xuechenl@hku.hk | - |
dc.identifier.authority | Liu, H=rp02748 | - |
dc.identifier.authority | Nicholls, JM=rp00364 | - |
dc.identifier.authority | Li, X=rp00742 | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1039/C4SC01013B | - |
dc.identifier.scopus | eid_2-s2.0-84905178795 | - |
dc.identifier.hkuros | 239975 | - |
dc.identifier.volume | 5 | - |
dc.identifier.issue | 9 | - |
dc.identifier.spage | 3634 | - |
dc.identifier.epage | 3639 | - |
dc.identifier.isi | WOS:000340695800037 | - |
dc.publisher.place | United Kingdom | - |
dc.identifier.issnl | 2041-6520 | - |