Roles of Intramolecular and Intermolecular Hydrogen Bonding in a Three-Water-Assisted Mechanism of Succinimide Formation from Aspartic Acid Residues

Roles of Intramolecular and Intermolecular Hydrogen Bonding in a Three-Water-Assisted Mechanism of Succinimide Formation from Aspartic Acid Residues

Aspartic acid (Asp) residues in peptides and proteins are prone to isomerization to the β-form and racemization via a five-membered succinimide intermediate. These nonenzymatic reactions have relevance to aging and age-related diseases. In this paper, we report a three water molecule-assisted, six-s...

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Bibliographic Details
Main Authors: Ohgi Takahashi, Ryota Kirikoshi, Noriyoshi Manabe
Format: Article
Language:English
Published: MDPI AG 2014-08-01
Series:Molecules
Subjects:
aspartic acid residue
nonenzymatic reaction
succinimide intermediate
density functional theory
water catalysis
multiple proton transfer
amide-iminol tautomerism
Online Access:http://www.mdpi.com/1420-3049/19/8/11440

Internet

http://www.mdpi.com/1420-3049/19/8/11440

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