Rescuing Biological Activity from Synthetic Phakellistatin 19 was written by Pelay-Gimeno, Marta;Meli, Alessandra;Tulla-Puche, Judit;Albericio, Fernando. And the article was included in Journal of Medicinal Chemistry in 2013.COA of Formula: C21H21NO4 The following contents are mentioned in the article:
Phakellistatins are families of Pro-rich cyclic peptides whose synthetic counterparts have revealed cytotoxicities that differ greatly from those displayed by their corresponding natural ones. This is also the case of the last member isolated from this family, phakellistatin 19, an octacyclopeptide containing three Pro moieties and a high percentage of apolar residues. Exhaustive NMR studies on the synthetic and natural phakellistatin 19 have been performed in order to find a plausible explanation for this intriguing behavior. Moreover, taking advantage of the phakellistatin framework, analogs with different cis/trans geometry at the key prolyl peptide bonds were designed, covering a promising conformational space that could not be reached by the natural peptide. Introduction of proline surrogates (ΨMe,Mepro residues) in phakellistatin 19 effectively increases the percentage of cis conformation in the final peptides, enhancing biol. activity and “rescuing” an otherwise inactive cyclopeptide. This study involved multiple reactions and reactants, such as (S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5COA of Formula: C21H21NO4).
(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (cas: 86069-86-5) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.COA of Formula: C21H21NO4
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem