6401-56-5Relevant academic research and scientific papers
Substrate-directed lewis-acid catalysis for peptide synthesis
Muramatsu, Wataru,Hattori, Tomohiro,Yamamoto, Hisashi
supporting information, p. 12288 - 12295 (2019/08/20)
A Lewis-acid-catalyzed method for the substrate-directed formation of peptide bonds has been developed, and this powerful approach is utilized for the new "remote" activation of carboxyl groups under solvent-free conditions. The presented method has the following advantages: (1) the high-yielding peptide synthesis uses a tantalum catalyst for any amino acids; (2) the reaction proceeds without any racemization; (3) the new substrate-directed chemical ligation using the titanium catalyst is applicable to convergent peptide synthesis. These advantages overcome some of the unresolved problems in classical peptide synthesis.
2-Oxoamides based on dipeptides as selective calcium-independent phospholipase A2inhibitors
Smyrniotou, Anneta,Kokotou, Maroula G.,Mouchlis, Varnavas D.,Barbayianni, Efrosini,Kokotos, George,Dennis, Edward A.,Constantinou-Kokotou, Violetta
, p. 926 - 940 (2017/02/05)
Calcium-independent phospholipase A2(GVIA iPLA2) has recently attracted interest as a medicinal target. The number of known GVIA iPLA2inhibitors is limited to a handful of synthetic compounds (bromoenol lactone and polyflu
Highly stereoselective peptide modifications through Pd-catalyzed allylic alkylations of chelated peptide enolates
Deska, Jan,Kazmaier, Uli
, p. 6204 - 6211 (2008/02/13)
Deprotonation of peptides in the presence of zinc chloride gives rise to highly reactive nucleophiles that can be subjected to palladium-catalyzed allylic alkylation reactions. Excellent diastereoselectivities are obtained that are nearly independent of the allylic substrate used. By using this protocol, highly functionalized side chains can also be incorporated in excellent yields and selectivities. The stereochemicaloutcome of the reaction is exclusively controlled by the peptide chain as long as terminal π-allyl-palladium complexes are involved. Probably, there is a threefold coordination, at least, ofthe deprotonated peptide chain to the chelating zinc ion. In such metal peptide complexes, one face of the generated enolate is shielded by the side chain of the adjacent amino acid, thus directing the electrophilic attack onto the opposite face. This behavior explains why an S amino acid always generates an R amino acid (and the other way round).
SYNTHESIS AND EVALUATION OF ANTIGENIC PROPERTIES OF PEPTIDES OF THE HIV-1 PROTEIN GP 41
Bespalova, Zhanna D.,Pekelis, Boris L.,Deigin, Vladislav I.,Yarova, Elena P.,Saks, Tatyana P.,et al.
, p. 2537 - 2554 (2007/10/02)
Scheme is described for the synthesis of 19- and 21-member peptides which constitute a part of the domain (sequence 584-609) from the conservative region of the transmembrane protein gp 41 HIV-1.The synthesis was carried out using standard methods of pept
