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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Glutamic acid analogues as potent dipeptidyl peptidase IV and 8 inhibitors.

To find potent and selective inhibitors of dipeptidyl peptidase IV (DPP-IV), we synthesized a series of 2-cyanopyrrolidine with P2-site 4-substituted glutamic acid derivatives and tested their activities against DPP-IV, DPP8, and DPP-II. Analogues that incorporated a bulky substituent at the first carbon position of benzylamine or isoquinoline showed over 30-fold selectivity for DPP-IV over both DPP8 and DPP-II. From structure-activity relationship studies, we speculate that the S2 site of DPP8 might be similar to that of DPP-IV, while DPP-IV inhibitor with N-substituted glycine in the P2 site and/or with a moiety involving in hydrophobic interaction with the side chain of Phe357 might provide a better selectivity for DPP-IV over DPP8.[1]

References

  1. Glutamic acid analogues as potent dipeptidyl peptidase IV and 8 inhibitors. Lu, I.L., Lee, S.J., Tsu, H., Wu, S.Y., Kao, K.H., Chien, C.H., Chang, Y.Y., Chen, Y.S., Cheng, J.H., Chang, C.N., Chen, T.W., Chang, S.P., Chen, X., Jiaang, W.T. Bioorg. Med. Chem. Lett. (2005) [Pubmed]
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