505076-77-7Relevant academic research and scientific papers
Synthesis of α, β-unsaturated γ-amino esters with unprecedented high (E)-stereoselectivity and their conformational analysis in peptides
Mali, Sachitanand M.,Bandyopadhyay, Anupam,Jadhav, Sandip V.,Kumar, Mothukuri Ganesh,Gopi, Hosahudya N.
, p. 6566 - 6574 (2011/11/05)
Mild, efficient and racemization-free synthesis of N-protected α, β-unsaturated γ-amino esters with unprecedented high E- stereoselectivity is described. This method is found to be compatible with Boc-, Fmoc- and other side chain protecting groups. The crystal conformations of the vinylogous γ-amino esters in monomers and in homo- and mixed dipeptides are studied. Further, the vinylogous homo-dipeptide showed a β-sheet conformation, while mixed α- and α,β-unsaturated γ-hybrid dipeptide adapted an irregular structure in single crystals.
Synthesis of thiol-modified peptide nucleic acids designed for post-assembly conjugation reactions
De Koning, Martijn C.,Petersen, Lene,Weterings, Jimmy J.,Overhand, Mark,Van Der Marel, Gijsbert A.,Filippov, Dmitri V.
, p. 3248 - 3258 (2007/10/03)
Two orthogonally protected PNA monomers were prepared having the mercaptomethyl moiety attached to the PNA backbone. These building blocks were employed in solid-phase PNA synthesis and it was shown that Boc/S-p- methoxybenzyl protection scheme was only s
Solid-phase synthesis of peptide vinyl sulfones as potential inhibitors and activity-based probes of cysteine proteases
Wang, Gang,Mahesh, Uttamchandani,Chen, Grace Y. J.,Yao, Shao Q.
, p. 737 - 740 (2007/10/03)
(Matrix presented) Peptide vinyl sulfones were prepared from 2-chlorotrityl resin-bound phenolic amino vinyl sulfones in high yield and purity. This method enables the convenient synthesis of peptide vinyl sulfones having different amino acids at the Psu
