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Titolo:
PHOTOPHYSICS OF 7-HYDROXYTETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID ANDITS DERIVATIVES
Autore:
WICZK W; STACHOWIAK K; SKURSKI P; LANKIEWICZ L; MICHNIEWICZ A; ROJ A;
Indirizzi:
UNIV GDANSK,FAC CHEM,SOBIESKIEGO 18 PL-80952 GDANSK POLAND
Titolo Testata:
Journal of the American Chemical Society
fascicolo: 35, volume: 118, anno: 1996,
pagine: 8300 - 8307
SICI:
0002-7863(1996)118:35<8300:PO7AA>2.0.ZU;2-R
Fonte:
ISI
Lingua:
ENG
Soggetto:
FLUORESCENCE DECAY KINETICS; TIME-RESOLVED FLUORESCENCE; EXCITED-STATE; TRYPTOPHAN FLUORESCENCE; ROTAMER POPULATIONS; MOLECULAR-DYNAMICS; TYROSINE; RESOLUTION; ANISOTROPY; CONFORMATIONS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
49
Recensione:
Indirizzi per estratti:
Citazione:
W. Wiczk et al., "PHOTOPHYSICS OF 7-HYDROXYTETRAHYDROISOQUINOLINE-3-CARBOXYLIC ACID ANDITS DERIVATIVES", Journal of the American Chemical Society, 118(35), 1996, pp. 8300-8307

Abstract

The following derivatives of 7-hydroxytetrahydroisoquinoline-3-carboxacid {Tic(OH) [I]}, a conformationally restricted analogue of tyrosine, were synthesized for the purpose of photophysical studies and in order to elucidate the nature of tyrosine fluorescence and its decay: Ac-Tic(OH) [II], Ac-Tic(OH)-NHMe [III], Tic(OH)-NHMe [IV], Ala-Tic(OH) [V], Ac-Ala-Tic(OH) [VI], and Tic(OH)-Gly-NH2 [VII]. For the simple Tic(OH) derivatives I-IV, the N-methylamide was found to be a more effective quencher than the acetyl group. For the peptidic derivatives V-VIIthe highest quenching of the fluorescence of the phenolic chromophorewas observed in the case of Ala-Tic(OH). The simple Tic(OH) derivatives I-IV were also the subject of theoretical studies (MOPAC 93). The obtained thermodynamic parameters (MOPAC calculations) and the fluorescence components were discussed on the basis of the rotamer theory in order to explain the participation of an individual rotamer in the complex process of the fluorescence decay of tyrosine.

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Documento generato il 04/12/20 alle ore 15:36:41