Linked Life Data

16539437

Source:http://linkedlifedata.com/resource/pubmed/id/16539437

Statements in which the resource exists as a subject.
PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
11
pubmed:dateCreated
2006-3-16
pubmed:abstractText
Time dependent density functional theory (TDDFT) and the conductor-like screening model (COSMO) of solvation were used to model the specific rotation and optical rotatory dispersion (ORD) of alanine, proline and serine solutions. Zwitterionic, cationic and anionic forms of amino acids were investigated and the results compared with experimental literature data obtained in neutral, acidic and basic conditions, respectively. It was found that TDDFT consistently underestimated the electronic excitation energies of the molecules, leading to calculated optical rotations that are of the correct sign but somewhat larger in magnitude than those of experiment. An additional challenge was encountered in the modeling of serine, an amino acid with a strong tendency to form intramolecular hydrogen bonds. The model used overestimated the extent of such hydrogen bonding for the zwitterions while possibly underestimating such bonding for the cationic form. This effect on the calculated mole fractions of the different conformers had an impact on the specific rotation.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Mar
pubmed:issn
1089-5639
pubmed:author
pubmed:issnType
Print
pubmed:day
23
pubmed:volume
110
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
4115-23
pubmed:meshHeading
pubmed:year
2006
pubmed:articleTitle
Time dependent density functional theory modeling of chiroptical properties of small amino acids in solution.
pubmed:affiliation
Department of Chemistry, 312 Natural Sciences Complex, The State University of New York at Buffalo, Buffalo, New York 14260-3000, USA.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, Non-P.H.S., Research Support, Non-U.S. Gov't