76387-70-7Relevant articles and documents
Solid-phase synthesis and CD spectroscopic investigations of novel β-peptides from L-aspartic acid and β-amino-L-alanine
Ahmed, Sahar,Beleid, Reem,Sprules, Tara,Kaur, Kamaljit
, p. 25 - 28 (2007)
(Chemical Equation Presented) A solid-phase synthesis method for the preparation of novel β3 and β2-peptides derived from L-aspartic acid and β-amino-L-alanine, respectively, is described. The methodology allows independent buildup of the β-peptide backbone and the introduction of sequential side chain substitutions. Representative peptides from the two classes, an amino-substituted β3-hexapeptide and an acyl-substituted β2-hexapeptide, have been prepared, and their solution conformation is studied by circular dichroism (CD) spectroscopy.
The microenvironment and pKaperturbation of aminoacyl-tRNA guided the selection of cationic amino acids
Hazra, Bibhas,Prasad, Mahesh,Roy, Rajat,Tarafdar, Pradip K.
supporting information, p. 8049 - 8056 (2021/10/04)
The proteinogenic lysine (Lys) and arginine (Arg) have multiple methylene groups between α-carbon and the terminal charged centre. Why nature did not select ornithine (Orn), 2,4-diamino butyric acid (Dab) and 2,3-diamino propionic acid (Dpr) with fewer methylene groups in the side chain remains an important question! The propensity of aminoacyl-tRNA (aa-tRNA) model substrates towards self-degradationviaintramolecular lactamization was studied using UV spectroscopy and1H-NMR titration, which showed that Lys and Arg remain stable, and Orn and Dab cyclize to lactam. Hydrophobicity-assisted surface mediated model peptide formation highlighted that the microenvironment and pKaperturbation led to poor regioselectivity (α-aminevs.terminal amine) in Dpr and other non-proteinogenic analogues. The α-selectivity became even poorer in the presence of phosphate, making them ill-suited for peptide synthesis. Superior regioselectivity of the Lys aa-tRNA model substrate suggests that the extra methylene bridge helped nature to separate the microenvironments of the α-amine and ε-amine to synthesize the peptide backbone.
THERAPEUTIC COMPOUNDS AND METHODS
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Page/Page column 33, (2020/01/31)
Disclosed herein are compounds of formula I: (I) or pharmaceutically acceptable salts thereof, wherein R1, R2, and R3 may any of the values defined herein, as well as compositions comprising such compounds. Also disclosed are methods for treating diseases including neurodegenerative disorders such as Parkinson's Disease and Alzheimer's Disease.
Total synthesis of (-)-aplaminal by Buchwald-Hartwig cross-coupling of an aminal
Ohyoshi, Takayuki,Akemoto, Kei,Taniguchi, Ayaka,Ishihara, Takuma,Kigoshi, Hideo
, p. 18442 - 18444 (2019/12/06)
The concise total synthesis of an unusual alkaloid, aplaminal, has been accomplished. The synthetic feature is the Buchwald-Hartwig cross-coupling between a novel triazabicyclo[3.2.1]octane core and an aromatic bromide. The practicality of our approach provides aplaminal analogs and preliminary structure-cytotoxicity relationships of an aromatic moiety were achieved.