64091-58-3Relevant academic research and scientific papers
A novel chromophore selectively modifies the spectral properties of one of the two stable states of the plant photoreceptor phytochrome
Lindner, Ingo,Knipp, Bernd,Braslavsky, Silvia E.,Gaertner, Wolfgang,Schaffner, Kurt
, p. 1843 - 1846 (2007/10/03)
An efficient synthetic access to phytochromobilin (1), the chromophore of the plant photoreceptor phytochrome, and to its constitutional isomer 'iso'-phytochromobilin (2) is reported. Both tetrapyrroles are assembled spontaneously with a recombinant apopr
The Reaction of Thioimides with Phosphorus Ylides
Bishop, John E.,O'Connell, John F.,Rapoport, Henry
, p. 5079 - 5091 (2007/10/02)
The reaction of a series of thioimides with phosphorus ylides, in a manner analogous to the Wittig reaction, has been examined.The resulting reaction products represent potentially valuable intermediates in tetrapyrrole pigment synthesis.In addition to the desired thio-Wittig-type coupling reaction, the presence of two competing reaction pathways, S-alkylation and oxidation/reduction, has been observed with certain substrates.These empirical observations have been correlated to theoretical data, derived from MNDO and ab initio calculations, which delineate the structu re-reactivity relationships governing product distribution from the various reaction pathways.A detailed analysis is presented of the mechanism of the thio-Wittig coupling reaction and the competitive S-alkylation reaction.
Synthese von Gallenfarbstoffen, XI. Totalsynthese und Zuordnung der relativen Konfiguration zweier epimerer Methanol-Addukte des Phycocyanobilin-dimethylesters
Gossauer, Albert,Hinze, Ralf-Peter,Kutschan, Reinhard
, p. 132 - 146 (2007/10/02)
On treatment of phycocyanobilin dimethyl ester (racem. 1) with boiling methanol, one molecule of the latter is reversibly added at the ethylidene group of the chromophore leading to the formation of only two of the four possible diastereomeric adducts.The same pigments are obtained, besides phycocyanobilin dimethyl ester, on methanolysis of the protein moiety of C-phycocyanin after esterification of the methanolic extracts.The structure and relative configurations of both methanol adducts have been elucidated by stereospecific total synthesis from the corresponding monothioimides of known relative configuration.In order to determine the latter, all four racemic stereoisomeres of 3-(1-methoxyethyl)-4-methylsuccinimide (racem. 13a - d) were synthesized, and their relative configurations - with exeption of that of racem. 13a - were determined by X-ray analysis.
