Intramolecular Hydrogen Bonds in Amino and Hydroxy Compounds.

deutsche Version.

This page is the starting point for a "tour" of selected results of three ab initio projects, which were funded by the Austrian Science Foundation FWF (P6856, P8053, and P9095), and related work. The following "walks" are available:

A) along classes of compounds:

• Amino acids ( HN-(CH)-COOH [glycine, beta-alanine, gamma-aminobutyric acid, delta-aminopentanoic acid, epsilon-aminohexanoic acid]);
• Amino aldehydes ( HN-(CH)-CHO [3-aminopropanal]);
• Amino alcohols ( HN-(CH)-OH [2-aminoethanol, 3-aminopropanol, 4-aminobutanol, 5-aminopentanol]);
• Hydroxy acids ( HO-(CH)-COOH [glycolic acid, beta-hydroxypropionic acid, gamma-hydroxybutyric acid, delta-hydroxypentanoic acid]);
• Amino amides ( HN-(CH)-CONH [3-aminopropion amide]).

B) via keywords:

• Enantiomers without asymmetric carbon atoms [shown for beta-alanine];
• Neurotransmitter substance [GABA is one];
• Blood-brain-barrier [GHB can pass it];
• Criteria for hydrogen bonds [a list and an example of the limits];
• Alpha-, beta-, and gamma-turns in proteins and peptides [why are there so many beta-turns?];
• Conformer without potential barrier [discussed in detail for 3-aminopropanal];
• Minimum, but not conformer [delta-hydroxypentanoic acid forms one].

C) the site-map: for those, who know what they are looking for.