Septanose carbohydrates

The molecular recognition of septanose carbohydrates has been investigated in depth by using concanavalin A68 as a model lectin. Complex formation was analysed by STD experiments and showed the first direct evidence of binding, by a natural protein, for this class of ring-expanded carbohydrate molecules. 

IV. Biochemical and Biological Investigations Using Septanose Carbohydrates I63... 

Investigations of septanose carbohydrates have been motivated by an interest in exploring their role in biological systems. Inquiries into the biological significance of septanosides range from fundamental biological questions to the utilization of... 

There are probably many other biological activities of septanose carbohydrates that have yet to be described. Some natural products containing seven-membered cyclic ethers171 and related analogues172 have potent cellular activities. In addition to this inherent potential for septanose carbohydrates, the lingering question exists about the possible occurrence of natural septanosides, offering opportunities for additional investigations. 

The chemistry and biochemistry of septanose carbohydrates are at an important turning point. Synthetic methods in the past 10-20 years have enabled the synthesis of a host of septanose carbohydrates. These include the septanose form for several of the... 

The authors thank Bikash Surana for help in preparing a preliminary draft of this article. M. W. P. also thanks NSF (CHE-056311) for support of the research related to septanose carbohydrates in his group. 

T. Q. Tran and J. D. Stevens, Septanose carbohydrates. VII. Preparation of mono-O-isopropylidene derivatives of methyl p-D-glucoseptanoside and preparation of methyl a-L-idoseptanoside and its derivatives, Aust. J. Chem., 55 (2002) 171-178. 

M. P. DeMatteo, N. L. Snyder, M. Morton, D. M. Baldisseri, C. M. Hadad, and M. W. Peczuh, Septanose carbohydrates Synthesis and conformational studies of methyl a-D-g/yccro-D-idoseptano-side and methyl P-D-g/yccro-D-guloseptanoside, J. Org. Chem., 70 (2005) 24—38. 

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