Nonplanar Tertiary Amides in Rigid Chiral Tricyclic Dilactams. Peptide Group Distortions and Vibrational Optical Activity

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11320%2F13%3A10189455" target="_blank" >RIV/00216208:11320/13:10189455 - isvavai.cz</a>
Alternative codes found
RIV/61388963:_____/13:00396265 RIV/60461373:22340/13:43895458 RIV/60461373:22310/13:43895458
Result on the web
<a href="http://dx.doi.org/10.1021/jp405226k" target="_blank" >http://dx.doi.org/10.1021/jp405226k</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jp405226k" target="_blank" >10.1021/jp405226k</a>

Result language
angličtina
Original language name
Nonplanar Tertiary Amides in Rigid Chiral Tricyclic Dilactams. Peptide Group Distortions and Vibrational Optical Activity
Original language description
We investigate amide nonplanarity in vibrational optical activity (VOA) spectra of tricyclic spirodilactams 5,8-diazatricyclo[6,3,0,0(1,5)]undecan-4,9-dione (I) and its 6,6',7,7'-tetradeuterio derivative (II). These rigid molecules constrain amide groupsto nonplanar geometries with twisted pyramidal arrangements of bonds to amide nitrogen atoms. We have collected a fill range vibrational circular dichroism (VCD) and Raman optical activity (ROA) spectra including signals of C-H and C-D stretching vibrations. We report normal-mode analysis and a comparison of calculated to experimental VCD and ROA. The data provide band-to-band assignment and offer a possibility to evaluate roles of constrained nonplanar tertiary amide groups and rigid chiral skeletons.Nonplanarity shows as single-signed VCD and ROA amide I signals, prevailing the couplets expected to arise from the amide-amide interaction. Amide-amide coupling dominates amide II (mainly C'-N stretching, modified in tertiary amides by
Czech name
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Czech description
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Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
BO - Biophysics
OECD FORD branch
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Project
<a href="/en/project/GAP205%2F10%2F1276" target="_blank" >GAP205/10/1276: Interactions of disulfide groups in peptide/ protein molecules - complementary use of electronic and vibrational optical activity</a><br>
Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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