5410-49-1Relevant 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.
supporting information, p. 16683 - 16688 (2015/02/05)
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.
Stabilizing and destabilizing effects of phenylalanine → F 5-phenylalanine mutations on the folding of a small protein
Woll, Matthew G.,Hadley, Erik B.,Mecozzi, Sandro,Gellman, Samuel H.
, p. 15932 - 15933 (2007/10/03)
We report a systematic evaluation of phenylalanine-to-pentafluorophenylalanine (Phe → F5-Phe) mutants for the 35-residue chicken villin headpiece subdomain (c-VHP), the hydrophobic core of which features a cluster of three Phe side chains (residues 6, 10, and 17). Phe → F5-Phe mutations are interesting because aryl-perfluoroaryl interactions of optimal geometry are intrinsically more favorable than aryl-aryl interactions and because perfluoroaryl units are more hydrophobic than are analogous aryl units. One mutant, Phe-10 → F5-Phe, provides enhanced tertiary structural stability relative to the native sequence. The other six mutants analyzed caused a decrease in stability. Copyright
Substituent effect on acidity of substituted 2-(4-nitrobenzoylamino)alkanamidesin methanol-dimethyl sulfoxide mixtures
Mitas, Petr,Sedlak, Milos,Kavalek, Jaromir
, p. 85 - 93 (2007/10/03)
The dissociation constants of substituted 2-(4-nitrobenzoylamino)alkanamides, N-[2-(4-nitrobenzoylamino)aikanoyl]pyrrolidines, and N-alkyl-4-nitrobenzamides have been measured spectrophotometrically in 60 and 80% v/v DMSO. The pKA values of these N-acids are discussed from the point of view of substituents at the acetamide a-carbon atom.
