STUDIES ON THE BIOSYNTHESIS OF THE ALPHA-GLUCOSIDASE INHIBITOR ACARBOSE - VALIENAMINE, A M-C7N UNIT NOT DERIVED FROM THE SHIKIMATE PATHWAY
STUDIES ON THE BIOSYNTHESIS OF THE ALPHA-GLUCOSIDASE INHIBITOR ACARBOSE - VALIENAMINE, A M-C7N UNIT NOT DERIVED FROM THE SHIKIMATE PATHWAY
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DOI：
10.7164/antibiotics.40.855
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发表时间：
1987-06-01
影响因子：
3.3
通讯作者：
FLOSS, HG
中科院分区：
文献类型：
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作者：
DEGWERT, U;VANHULST, R;FLOSS, HG
放线虫的摄食实验。Sn223/29表明3-氨基-5-羟基/[7-13C]苯甲酸没有被引入阿卡波糖(I)。因此，I的valienamine部分不是以与阿萨霉素、丝裂霉素和阿司米托星抗生素中的m-CN单位相同的方式从莽草酸途径获得的。用[U-13C]-甘油进料，然后用多量子核磁共振光谱分析I，支持这一结论，并指出由磷酸三糖通过转酮醇酶连续转移两个2-碳片段而形成的七碳磷酸环化形成了valienamine部分，这是Pape和他的同事提出的。
Feeding experiments with Actinoplanes sp. Sn223/29 showed that 3-amino-5-hydroxy/[7-13C]benzoic acid is not incorporated into acarbose (I). The valienamine moiety of I is thus not derived in the same way, from the shikimate pathway, as the m-CN units in the ansamycin, mitomycin and ansamitocin antibiotics. Feeding experiments with [U-13C]-glycerol followed by analysis of I by multiple quantum NMR spectroscopy support this conclusion and point to formation of the valienamine moiety by cyclization of a heptulose phosphate which arises from a triose phosphate via successive transfer of two 2-carbon fragments by transketolase, as proposed by PAPE and co-workers.