Photochemistry of (Z)-isovinylneoxanthobilirubic acid methyl ester, a bilirubin dipyrrinone subunit: femtosecond transient absorption and stimulated Raman emission spectroscopy

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F22%3A00568051" target="_blank" >RIV/68378271:_____/22:00568051 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00064165:_____/22:10444111 RIV/60076658:12310/22:43904994 RIV/00216208:11110/22:10444111 RIV/00216224:14310/22:00126178

Výsledek na webu

<a href="https://doi.org/10.1021/acs.joc.1c02870" target="_blank" >https://doi.org/10.1021/acs.joc.1c02870</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1021/acs.joc.1c02870" target="_blank" >10.1021/acs.joc.1c02870</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Photochemistry of (Z)-isovinylneoxanthobilirubic acid methyl ester, a bilirubin dipyrrinone subunit: femtosecond transient absorption and stimulated Raman emission spectroscopy

Popis výsledku v původním jazyce

Bilirubin (BR) is an essential metabolite formed by the catabolism of heme. Phototherapy with blue-green light can be applied to reduce high concentrations of BR in blood and is used especially in the neonatal period. In this work, we studied the photochemistry of (Z)-isovinylneoxanthobilirubic acid methyl ester, a dipyrrinone subunit of BR, by steady-state absorption, femtosecond transient absorption, and stimulated Raman spectroscopies. Both the (Z)- and (E)-configurational isomers of isovinylneoxanthobilirubic acid undergo wavelength-dependent and reversible photoisomerization. The isomerization from the excited singlet state is ultrafast (the lifetimes of (Z)- and (E)- isomers were found to be ∼0.9 and 0.1 ps, respectively), and its efficiencies increase with increased photon energy. In addition, we studied sensitized photooxidation of the dipyrrinone subunit by singlet oxygen that leads to the formation of propentdyopents.

Název v anglickém jazyce

Photochemistry of (Z)-isovinylneoxanthobilirubic acid methyl ester, a bilirubin dipyrrinone subunit: femtosecond transient absorption and stimulated Raman emission spectroscopy

Popis výsledku anglicky

Bilirubin (BR) is an essential metabolite formed by the catabolism of heme. Phototherapy with blue-green light can be applied to reduce high concentrations of BR in blood and is used especially in the neonatal period. In this work, we studied the photochemistry of (Z)-isovinylneoxanthobilirubic acid methyl ester, a dipyrrinone subunit of BR, by steady-state absorption, femtosecond transient absorption, and stimulated Raman spectroscopies. Both the (Z)- and (E)-configurational isomers of isovinylneoxanthobilirubic acid undergo wavelength-dependent and reversible photoisomerization. The isomerization from the excited singlet state is ultrafast (the lifetimes of (Z)- and (E)- isomers were found to be ∼0.9 and 0.1 ps, respectively), and its efficiencies increase with increased photon energy. In addition, we studied sensitized photooxidation of the dipyrrinone subunit by singlet oxygen that leads to the formation of propentdyopents.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10303 - Particles and field physics

Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2022

Kód důvěrnosti údajů

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

Název periodika

Journal of Organic Chemistry

ISSN

0022-3263

e-ISSN

1520-6904

Svazek periodika

87

Číslo periodika v rámci svazku

5

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

15

Strana od-do

3089-3103

Kód UT WoS článku

000773458100083

EID výsledku v databázi Scopus

2-s2.0-85124902544