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Intramolecular charge-transfer state of carotenoids siphonaxanthin and siphonein: function of non-conjugated acyl-oxy group
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SYSNO ASEP 0532625 Druh ASEP J - Článek v odborném periodiku Zařazení RIV J - Článek v odborném periodiku Poddruh J Článek ve WOS Název Intramolecular charge-transfer state of carotenoids siphonaxanthin and siphonein: function of non-conjugated acyl-oxy group Tvůrce(i) Staleva-Musto, H. (CZ)
Kuznetsova, V. (CZ)
Bína, David (BC-A) RID, ORCID
Litvín, Radek (BC-A) RID, ORCID
Polívka, Tomáš (BC-A) RID, ORCIDCelkový počet autorů 5 Zdroj.dok. Photosynthesis Research. - : Springer - ISSN 0166-8595
Roč. 144, č. 2 (2020), s. 127-135Poč.str. 9 s. Jazyk dok. eng - angličtina Země vyd. NL - Nizozemsko Klíč. slova Carotenoid ; Excited-state dynamics ; Ultrafast spectroscopy ; Charge-transfer state Vědní obor RIV BO - Biofyzika Obor OECD Biophysics CEP GA16-10417S GA ČR - Grantová agentura ČR Způsob publikování Open access Institucionální podpora BC-A - RVO:60077344 UT WOS 000500626700001 EID SCOPUS 85076111802 DOI 10.1007/s11120-019-00694-x Anotace We used ultrafast transient absorption spectroscopy to study excited-state dynamics of two keto-carotenoids, siphonaxanthin and siphonein. These two carotenoids differ in the presence of dodecanoyl-oxy group in siphonein, which is attached to the C19 carbon on the same side of the molecule as the conjugated keto group. We show that this dodecanoyl-oxy group, though not in conjugation, is still capable of modifying excited state properties. While spectroscopic properties of siphonein and siphonaxanthin are nearly identical in a non-polar solvent, they become markedly different in polar solvents. In a polar solvent, siphonein, having the dodecanoyl-oxy moiety, exhibits less pronounced vibrational bands in the absorption spectrum and has significantly enhanced characteristic features of an intramolecular charge-transfer (ICT) state in transient absorption spectra compared to siphonaxanthin. The presence of the dodecanoyl-oxy moiety also alters the lifetimes of the S-1/ICT state. For siphonaxanthin, the lifetimes are 60, 20, and 14 ps in n-hexane, acetonitrile, and methanol, whereas for siphonein these lifetimes yield 60, 11, and 10 ps. Thus, we show that even a non-conjugated functional group can affect the charge-transfer character of the S-1/ICT state. By comparison with fucoxanthin acyl-oxy derivatives, we show that position of the acyl-oxy group in respect to the conjugated keto group is the key feature determining whether the polarity-dependent behavior is enhanced or suppressed. Pracoviště Biologické centrum (od r. 2006) Kontakt Dana Hypšová, eje@eje.cz, Tel.: 387 775 214 Rok sběru 2021 Elektronická adresa https://link.springer.com/article/10.1007/s11120-019-00694-x
Počet záznamů: 1