120230-47-9Relevant academic research and scientific papers
Native chemical ligation at valine: A contribution to peptide and glycopeptide synthesis
Chen, Jin,Wan, Qian,Yuan, Yu,Zhu, Jianglong,Danishefsky, Samuel J.
supporting information; experimental part, p. 8521 - 8524 (2009/05/07)
(Chemical Equation Presented) A Val-uable link: The title transformation is achieved by a two-step ligation, radicalbased desulfurization strategy (see scheme; NCL=native chemical ligation). After S→N acyl transfer, in which the acyl acceptor is a γ-thiol valine derivative, and site-specific dethiolation, a valine residue appears at the site of ligation. This method accomplishes ligations at Thr-Val and Pro-Val sites, and allows successful ligation of glycopeptide fragments.
Synthesis of optically active 2-alkyl-3,4-iminobutanoic acids. β-amino acids containing an aziridine heterocycle
Park,Tian,Kim
, p. 3696 - 3703 (2007/10/03)
All four stereoisomers of 2-alkyl-3,4-iminobutanic acid, a novel class of β-amino acids bearing a chemically versatile aziridine ring, were synthesized starting with aspartic acid. The synthetic strategy involves the introduction of an alkyl group at the β-position of fully protected optically active aspartic acid followed by the construction of an aziridine ring making use of the α-carboxylate and α-amino groups. The α-carboxylate was reduced to the corresponding alcohol, which was then subjected to cyclization to form an aziridine ring with the N-protected amino group. Removal of the protection groups yielded the target compounds.
Conformationally Constrained Peptides. Chirospecific Synthesis of 4-Alkyl-Substituted γ-Lactam-Bridged Dipeptides from L-Aspartic Acid
Wolf, Jean-Pierre,Rapoport, Henry
, p. 3164 - 3173 (2007/10/02)
The synthesis of enantiomerically pure γ-lactam-bridged dipeptide analogues of Val-Ala, Ile-Ala, and β-MeLeu-Ala starting from L-aspartic acid is presented.N-(9-Phenylfluorenyl)-L-aspartic acid α-tert-butyl β-methyl diester and N-(9-Phenylfluorenyl)-L-asp
