Intramolecular Hydrogen Bonding in Derivatives of .beta.-Alanine and .gamma.-Amino Butyric Acid; Model Studies for the Folding of Unnatural Polypeptide Backbones

1994 ◽  
Vol 116 (3) ◽  
pp. 1054-1062 ◽  
Author(s):  
Gregory P. Dado ◽  
Samuel H. Gellman
Keyword(s):  
Hydrogen Bonding ◽  
Butyric Acid ◽  
Intramolecular Hydrogen Bonding ◽  
Gamma Amino Butyric Acid ◽  
Beta Alanine ◽  
Model Studies ◽  
Amino Butyric Acid ◽  
Intramolecular Hydrogen ◽  
Derivatives Of

Beziehungen zwischen Rotationsisomerie, Wasserstoffbrücken-Bindung und Substituenteneffekten der organischen Chemie / Relations between Rotational Isomerism, Hydrogen Bonding, and Substituent Effects in Organic Chemistry

1972 ◽  
Vol 27 (6) ◽  
pp. 663-674 ◽  
Author(s):  
Gotthard H. Krause ◽  
Herbert Hoyer
Keyword(s):  
Hydrogen Bonding ◽  
Substituent Effects ◽  
Intramolecular Hydrogen Bonding ◽  
Rotational Isomerism ◽  
Proton Acceptor ◽  
Single Bond ◽  
Free Enthalpy ◽  
Acceptor Group ◽  
Intramolecular Hydrogen ◽  
Derivatives Of

The change of free enthalpy involved in intramolecular hydrogen bonding is smaller if the proton acceptor group can rotate round a single bond, as compared to proton acceptor groups which are fixed in a position optimal for hydrogen bonding. Also, the free enthalpy change is altered when the rotation of the proton acceptor is sterically restricted. This is demonstrated by comparing the absorptions of carbonyl stretching vibrations in the infrared spectra of certain compounds showing rotational isomerism. In the present study derivatives of 5-hydroxy-2,2-dimethyl-6-carbomethoxychromanone- (4), 3-nitrosalicylaldehyde and 3-nitro-2-hydroxy-acetophenones substituted in the position 5 and 6 are examined.

Synthesis and biological activity of polymeric derivatives of gamma-amino-butyric acid

1990 ◽  
Vol 24 (2) ◽  
pp. 114-117
Author(s):  
S. G. Chubinskaya ◽  
I. P. Fedorova ◽  
I. G. Veksler ◽  
A. G. Berdova ◽  
K. V. Yatsenko ◽  
...  
Keyword(s):  
Biological Activity ◽  
Butyric Acid ◽  
Gamma Amino Butyric Acid ◽  
Amino Butyric Acid ◽  
Derivatives Of

Photochemical reactions of azo compounds. X. Photochemical properties of azobenzene-2-carboxylic acids

1967 ◽  
Vol 20 (5) ◽  
pp. 929 ◽  
Author(s):  
CP Joshua ◽  
GE Lewis
Keyword(s):  
Hydrogen Bonding ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Intramolecular Hydrogen Bonding ◽  
Photochemical Reactions ◽  
Azo Compounds ◽  
Neutral Compounds ◽  
Methyl Derivatives ◽  
Intramolecular Hydrogen ◽  
Derivatives Of

Two chloro and two methyl derivatives of azobenzene-2-carboxylic acid have been found to yield the corresponding derivatives of benzo[c]cinnoline-4- carboxylic acid in good yields when irradiated in 98% sulphuric acid. The question of intramolecular hydrogen bonding in relation to the properties of azobenzene-2-carboxylic acids is discussed. Infrared absorption spectra of the neutral compounds have provided confirmation of internal hydrogen bonding. Attempts to prepare the cis isomers of these azo compounds have been unsuccessful.

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