1033066-83-9Relevant academic research and scientific papers
New charge-bearing amino acid residues that promote β-sheet secondary structure
Maynard, Stacy J.,Almeida, Aaron M.,Yoshimi, Yasuharu,Gellman, Samuel H.
, p. 16683 - 16688 (2014)
Proteinogenic amino acid residues that promote β-sheet secondary structure are hydrophobic (e.g., Ile or Val) or only moderately polar (e.g., Thr). The design of peptides intended to display β-sheet secondary structure in water typically requires one set of residues to ensure conformational stability and an orthogonal set, with charged side chains, to ensure aqueous solubility and discourage self-association. Here we describe new amino acids that manifest substantial β-sheet propensity, by virtue of β-branching, and also bear an ionizable group in the side chain.
Studies on the synthesis of orthogonally protected azalanthionines, and of routes towards β-methyl azalanthionines, by ring opening of N-activated aziridine-2-carboxylates
O'Brien, Keith,ó Proinsias, Keith,Kelleher, Fintan
, p. 5082 - 5092 (2014/07/08)
Orthogonally protected azalanthionines were successfully synthesised by the ring-opening of N-activated aziridine-2-carboxylates with protected diaminopropanoic acids (DAPs). The required DAPs were also prepared by ring-opening of N-activated aziridine-2-carboxylates with para- methoxybenzylamine, but it was found that the choice of aziridine protecting groups dictated both the success of the reaction as well as the regioselectivity of the isolated products. Attempts to extend the methodology to the preparation of the more sterically demanding β-methyl azalanthionines have, so far, been unsuccessful.
Total synthesis and structure assignment of papuamide B, A potent marine cyclodepsipeptide with anti-HIV properties
Xie, Weiqing,Ding, Derong,Zi, Weiwei,Li, Guangyu,Ma, Dawei
, p. 2844 - 2848 (2008/12/23)
Synthesis in stereo: The first total synthesis of papuamide B, a cyclic peptide isolated from a marine sponge, has been achieved. The configuration of three stereogenic centers of its dienoic acid unit has been established by comparison to a series of ste
