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De novo synthesis of novel bacterial monosaccharide fusaminic acid.
The Journal of Antibiotics ( IF 2.1 ) Pub Date : 2019-03-22 , DOI: 10.1038/s41429-019-0170-3
Ruohan Wei 1 , Han Liu 1 , Xuechen Li 1
The Journal of Antibiotics ( IF 2.1 ) Pub Date : 2019-03-22 , DOI: 10.1038/s41429-019-0170-3
Ruohan Wei 1 , Han Liu 1 , Xuechen Li 1
Affiliation
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Fusobacterium 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.
中文翻译:
从头开始合成新型细菌单糖富马酸。
核梭菌是一种与各种疾病有关的口腔细菌。作为革兰氏阴性菌,核梭菌的脂多糖(LPS)可能是潜在的致病因子。最近,阐明了核梭状芽胞杆菌菌株25586的LPS中的O-抗原结构,其包含三糖重复单元-(4-β-Nonp5Am-4-α-L-6dAltpNAc3PCho-3-β-D-QuipNAc)-。表征为5-乙酰氨基-3,5,9-三苯氧基-L-甘油-L-葡萄糖-非-2-磺酸的壬二酸(命名为fusaminic acid)和2-乙酰氨基-2,6-dideoxy-L -altrose是分离的新型单糖。在本文中,我们报道了5-N-乙酰基次品酸和硫代糖苷衍生物的从头合成,以进一步研究壬二酸对细菌发病的生物学意义。
更新日期:2019-05-16
中文翻译:
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从头开始合成新型细菌单糖富马酸。
核梭菌是一种与各种疾病有关的口腔细菌。作为革兰氏阴性菌,核梭菌的脂多糖(LPS)可能是潜在的致病因子。最近,阐明了核梭状芽胞杆菌菌株25586的LPS中的O-抗原结构,其包含三糖重复单元-(4-β-Nonp5Am-4-α-L-6dAltpNAc3PCho-3-β-D-QuipNAc)-。表征为5-乙酰氨基-3,5,9-三苯氧基-L-甘油-L-葡萄糖-非-2-磺酸的壬二酸(命名为fusaminic acid)和2-乙酰氨基-2,6-dideoxy-L -altrose是分离的新型单糖。在本文中,我们报道了5-N-乙酰基次品酸和硫代糖苷衍生物的从头合成,以进一步研究壬二酸对细菌发病的生物学意义。