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. Author manuscript; available in PMC: 2008 Sep 15.
Published in final edited form as: Bioorg Med Chem. 2007 Jun 13;15(18):6253–6261. doi: 10.1016/j.bmc.2007.06.020

Figure 1.

Figure 1

Rationale behind the design of aldehyde containing gluten peptide analogues. (A) Electron density map showing the positively charged Lys-β71 in the HLA-DQ2 binding groove. (B) Lys-β71 directly forms hydrogen bonds with the P4 glutamine of the DQ2-αI peptide and forms a hydrogen bonding network to interact with the DQ2-αI P6 glutamate (numbers show the distance between corresponding atoms in Å). (C) Aldehydes react with primary amines in a reversible manner to create covalent imine bonds.

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