Novel synthesis of various orthogonally protected Cα-methyl-lysine analogues and biological evaluation of a Vapreotide analogue containing (S)-α-methyl-lysine was written by Banerjee, Souvik;Wiggins, Walker J.;Geoghegan, Jessie L.;Anthony, Catherine T.;Woltering, Eugene A.;Masterson, Douglas S.. And the article was included in Organic & Biomolecular Chemistry in 2013.Recommanded Product: 954-81-4 This article mentions the following:
Prochiral malonic diesters containing a quaternary carbon center have been successfully transformed into a diverse set of tBoc-Fmoc-α2,2-methyl-lysine-OH analogs through chiral malonic half-ester intermediates obtained via enzymic (Pig Liver Esterase, PLE) hydrolysis. The variety of chiral half-ester intermediates, which vary from 1 to 6 methylene units in the side chain, are achieved in moderate to high optical purity and in good yields. The PLE hydrolysis of malonic diesters with various side chain lengths appears to obey the Jones’s PLE model according to the stereochem. configurations of the resulting chiral half-esters. The established synthetic strategy allows the construction of both enantiomers of α2,2-methyl-lysine analogs, and a (S)-β2,2-methyl-lysine analog from a common synthon by straightforward manipulation of protecting groups. Two different straightforward and cost effective synthetic strategies are described for the synthesis of α2,2-methyl-lysine analogs. The described strategies should find significant usefulness in preparing novel peptide libraries with unnatural lysine analogs. A Vapreotide analog incorporating (S)-α2,2-methyl-lysine was prepared However, the Vapreotide analog with (S)-α-methyl-α-lysine is found to lose its specific binding to somatostatin receptor subtype 2 (SSTR2). In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Recommanded Product: 954-81-4).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Recommanded Product: 954-81-4
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary