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For amide hydogen exchange a "tautomer" mechanism was suggested in ref 9, which involves proton transfer from the N-terminus to the amide carbonyl in concert with transfer of the amide proton to ammonia. Exchange could occur by a salt bridge mechanism if the proton is not transferred from the N-terminus.
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+-18C6.
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42
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17344370728
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note
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The crown ether adduct of GGDPG might be able to undergo cleavage of the asp-pro linkage by a salt bridge mechanism. Apparently the activation energy for this process is higher than that for crown ether elimination.
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