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Ab initio studies of arginine and deaminoarginine
Author(s) -
Sapse AnneMarie,
Strauss Rosalind
Publication year - 1990
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.560370208
Subject(s) - zwitterion , chemistry , moiety , guanidine , ab initio , arginine , molecule , computational chemistry , basis set , crystallography , quantum chemical , stereochemistry , amino acid , organic chemistry , biochemistry
Abstract L‐Arginine and Deaminoarginine were studied via quantum chemical ab initio calculations using the STO ‐3G basis set for arginine and the STO ‐3G and 3–21G basis sets for deaminoarginine. It was found that the most stable conformations are the ones featuring the carboxyl group slightly twisted versus the rest of the molecule, which adopts an extended conformation. It was also found that the cyclic zwitterion is less stable than the neutral cyclic conformation and that there is a barrier to the proton transfer from the carboxyl's oxygen to one of guanidine moiety's nitrogens.