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H-MET-TRP-OH is an incomplete breakdown product of protein digestion or protein catabolism. It is a non-competitive inhibitor of angiotensin-1 converting enzyme (ACE), with an IC50 of 9.8 μM.
1.Conformations and properties of the L-tryptophyl-containing peptides in solution, depending on the pH--theoretical study vs. experiments.
Ivanova BB1, Spiteller M. Biopolymers. 2010 Aug;93(8):727-34. doi: 10.1002/bip.21437.
The conformational preference and electronic properties of three L-tryptophyl-containing dipeptides, i.e., glycyl-L-tryptophane (H-Gly-Trp-OH), L-alanyl-L-tryptophane (H-Ala-Trp-OH), and L-methionyl-L-tryptophane (L-Met-Trp-OH) in solution depending on the pH of the media are studied both theoretically and experimentally. The effect of the protonation of the COO(-) and deprotonation of the NH3+ as well as the alkaline hydrolysis of the amide fragment in a strong basic media on the electronic spectra are discussed. Ab initio and density functional theory (DFT) methods as well as the time-dependent DFT (TD-DFT) method as a function of the basis set are performed with a view to obtain the geometry and electronic properties of all of the species as well as the intermediate, obtained in the alkaline hydrolysis mechanism.
