Synthesis and spectroscopic properties of carotenoid bis-phenylhydrazone astaxanthin: extending conjugation to a C=N group
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60076658%3A12310%2F24%3A43908440" target="_blank" >RIV/60076658:12310/24:43908440 - isvavai.cz</a>
Result on the web
<a href="https://pubs.rsc.org/en/content/articlelanding/2024/nj/d4nj02282c" target="_blank" >https://pubs.rsc.org/en/content/articlelanding/2024/nj/d4nj02282c</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/d4nj02282c" target="_blank" >10.1039/d4nj02282c</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis and spectroscopic properties of carotenoid bis-phenylhydrazone astaxanthin: extending conjugation to a C=N group
Original language description
We report on the synthesis and detailed spectroscopic characterization of bis-phenylhydrazone astaxanthin (BPH-Asx), a derivative of astaxanthin (Asx), in which the conjugated carbonyl group of Asx is replaced by a conjugated CN bond. BPH-Asx was successfully synthesized and characterized using various spectroscopic techniques, revealing subtle changes in absorption spectra and significant alterations in excited-state dynamics compared to Asx. The results reveal a shortened S-1 lifetime, 1.4 ps for BPH-Asx compared to 5 ps for Asx, indicating a significant impact on its excited-state dynamics. Since no polarity-induced effect was observed for BPH-Asx, the changes induced by the conjugated CN group are due to prolongation of effective conjugation. Moreover, the identification of a distinctive S* signal with a 3 ps lifetime in BPH-Asx underscores the relation between effective conjugation and presence of the S* signal that is not detected in Asx.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10403 - Physical chemistry
Result continuities
Project
<a href="/en/project/GX19-28323X" target="_blank" >GX19-28323X: Relation between structure and function of carotenoids: New pathways to answer unresolved questions</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2024
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
New Journal of Chemistry
ISSN
1144-0546
e-ISSN
1369-9261
Volume of the periodical
48
Issue of the periodical within the volume
29
Country of publishing house
GB - UNITED KINGDOM
Number of pages
10
Pages from-to
12919-12928
UT code for WoS article
001265385500001
EID of the result in the Scopus database
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