PHOTOLYTIC COMPOUNDS AND TRIPLET-TRIPLET ANNIHILATION MEDIATED PHOTOLYSIS
The invention provides novel photolytic compounds and prodrugs, nanoparticles and compositions thereof, and methods of conducting photolysis mediated by triplet-triplet annihilation.
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Paragraph 0026; 00203
(2021/04/17)
Total synthesis of the cyclic depsipeptide YM-280193, a platelet aggregation inhibitor
The first total synthesis of YM-280193, a cyclic depsipeptide that inhibits the ADP-induced aggregation of human platelets, is described. The monomer and dipeptide fragments were prepared using conventional chemistry and subsequently assembled by Fmoc-solid-phase peptide synthesis (Fmoc-SPPS). A late-stage novel bis-alkylation-elimination of cysteine on-resin was employed to introduce the unnatural N-methyldehydroalanine moiety. The final step involved execution of a key macrolactamization reaction between the hindered unnatural N,O-dimethylthreonine and ?2-hydroxyleucine residues.
Kaur, Harveen,Harris, Paul W. R.,Little, Peter J.,Brimble, Margaret A.
supporting information
p. 492 - 495
(2015/03/05)
A comprehensive one-pot synthesis of protected cysteine and selenocysteine SPPS derivatives
A proof-of-principle methodology is presented in which all commercially-available cysteine (Cys) and selenocysteine (Sec) solid phase peptide synthesis (SPPS) derivatives are synthesized in high yield from easily prepared protected dichalcogenide precursors. A Zn-mediated biphasic reduction process applied to a series of four bis-Nα-protected dichalcogenide compounds allows facile conversion to their corresponding thiol and selenol intermediates followed by insitu S- or Se-alkylation with various electrophiles to directly access twenty one known Cys and Sec SPPS derivatives. Most of these derivatives were able to be precipitated in crude form out of petroleum ether in sufficient purity for direct use as peptide building blocks. Subsequent incorporation of these derivatives into peptide models nicely illustrates their viability and applicability toward SPPS.
Flemer, Stevenson
p. 1257 - 1264
(2015/04/14)
Towards nucleopeptides containing any trifunctional amino acid (II)
Nucleopeptides with no restriction in the amino acid composition can be synthesized using stepwise solid-phase methodology. Best conditions for the protection of arginine and cysteine, as well as for the final deprotection treatment are established, and o
Debéthune, Laurent,Marchán, Vicente,Fàbregas, Gemma,Pedroso, Enrique,Grandas, Anna
p. 6965 - 6978
(2007/10/03)
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