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Article: De novo synthesis of novel bacterial monosaccharide fusaminic acid

TitleDe novo synthesis of novel bacterial monosaccharide fusaminic acid
Authors
Issue Date2019
PublisherNature Publishing Group. The Journal's web site is located at http://www.nature.com/ja/index.html
Citation
Journal of Antibiotics, 2019, v. 72 n. 6, p. 420-431 How to Cite?
AbstractFusobacterium nucleatum is an oral bacteria related to various types of diseases. As Gram-negative bacteria, lipopolysaccharide (LPS) of Fusobacterium nucleatum could be a potential virulence factor. Recently, the structure of O-antigen in LPS of Fusobacterium nucleatum strain 25586 was elucidated to contain a trisaccharide repeating unit -(4-β-Nonp5Am-4-α-L-6dAltpNAc3PCho-3-β-D-QuipNAc)-. The nonulosonic acid characterized as 5-acetamidino-3,5,9-trideoxy-L-glycero-L-gluco-non-2-ulosonic acid (named as fusaminic acid), and 2-acetamido-2,6-dideoxy-L-altrose are the novel monosaccharides isolated. Herein we report the de novo synthesis of 5-N-acetyl fusaminic acid and the thioglycoside derivative in order to further investigate the biological significance of nonulosonic acids for bacterial pathogenesis.
Persistent Identifierhttp://hdl.handle.net/10722/272140
ISSN
2019 Impact Factor: 2.668
2015 SCImago Journal Rankings: 0.823
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorWei, R-
dc.contributor.authorLiu, H-
dc.contributor.authorLi, X-
dc.date.accessioned2019-07-20T10:36:26Z-
dc.date.available2019-07-20T10:36:26Z-
dc.date.issued2019-
dc.identifier.citationJournal of Antibiotics, 2019, v. 72 n. 6, p. 420-431-
dc.identifier.issn0021-8820-
dc.identifier.urihttp://hdl.handle.net/10722/272140-
dc.description.abstractFusobacterium nucleatum is an oral bacteria related to various types of diseases. As Gram-negative bacteria, lipopolysaccharide (LPS) of Fusobacterium nucleatum could be a potential virulence factor. Recently, the structure of O-antigen in LPS of Fusobacterium nucleatum strain 25586 was elucidated to contain a trisaccharide repeating unit -(4-β-Nonp5Am-4-α-L-6dAltpNAc3PCho-3-β-D-QuipNAc)-. The nonulosonic acid characterized as 5-acetamidino-3,5,9-trideoxy-L-glycero-L-gluco-non-2-ulosonic acid (named as fusaminic acid), and 2-acetamido-2,6-dideoxy-L-altrose are the novel monosaccharides isolated. Herein we report the de novo synthesis of 5-N-acetyl fusaminic acid and the thioglycoside derivative in order to further investigate the biological significance of nonulosonic acids for bacterial pathogenesis.-
dc.languageeng-
dc.publisherNature Publishing Group. The Journal's web site is located at http://www.nature.com/ja/index.html-
dc.relation.ispartofJournal of Antibiotics-
dc.titleDe novo synthesis of novel bacterial monosaccharide fusaminic acid-
dc.typeArticle-
dc.identifier.emailLi, X: xuechenl@hku.hk-
dc.identifier.authorityLi, X=rp00742-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1038/s41429-019-0170-3-
dc.identifier.pmid30903099-
dc.identifier.scopuseid_2-s2.0-85063392199-
dc.identifier.hkuros299164-
dc.identifier.volume72-
dc.identifier.issue6-
dc.identifier.spage420-
dc.identifier.epage431-
dc.identifier.isiWOS:000468892100013-
dc.publisher.placeUnited Kingdom-

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