Three Types of Induced Tryptophan Optical Activity Compared in Model Dipeptides: Theory and Experiment

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F12%3A00383282" target="_blank" >RIV/61388963:_____/12:00383282 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1002/cphc.201200201" target="_blank" >http://dx.doi.org/10.1002/cphc.201200201</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/cphc.201200201" target="_blank" >10.1002/cphc.201200201</a>

Result language

angličtina

Original language name

Three Types of Induced Tryptophan Optical Activity Compared in Model Dipeptides: Theory and Experiment

Original language description

The tryptophan (Trp) aromatic residue in chiral matrices often exhibits a large optical activity and thus provides valuable structural information. However, it can also obscure spectral contributions from other peptide parts. To better understand the induced chirality, electronic circular dichroism (ECD), vibrational circular dichroism (VCD), and Raman optical activity (ROA) spectra of Trp-containing cyclic dipeptides c-(Trp-X) (where X=Gly, Ala, Trp, Leu, nLeu, and Pro) are analyzed on the basis of experimental spectra and density functional theory (DFT) computations. The results provide valuable insight into the molecular conformational and spectroscopic behavior of Trp. Whereas the ECD is dominated by Trp pi-pi transitions, VCD is dominated by the amide modes, well separated from minor Trp contributions. The ROA signal is the most complex. However, an ROA marker band at 1554 cm-1 indicates the local chi2 angle value in this residue, in accordance with previous theoretical prediction

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CF - Physical chemistry and theoretical chemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2012

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

ChemPhysChem

ISSN

1439-4235

e-ISSN

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Volume of the periodical

13

Issue of the periodical within the volume

11

Country of publishing house

DE - GERMANY

Number of pages

13

Pages from-to

2748-2760

UT code for WoS article

000306900700021

EID of the result in the Scopus database

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