Solid-Phase Synthesis of Diverse Peptide Tertiary Amides By Reductive Amination
نویسندگان
چکیده
منابع مشابه
Reductive amination of tertiary anilines and aldehydes.
An unprecedented oxidant-mediated reductive amination of tertiary anilines and aldehydes without external reducing agents was developed via the nucleophilic attack of the oxygen atom of the carbonyl group to in situ generated iminium ions, in which tertiary anilines were used as both nitrogen source and reducing agent for the first time.
متن کاملSynthesis and screening of stereochemically diverse combinatorial libraries of peptide tertiary amides.
Large combinatorial libraries of N-substituted peptides would be an attractive source of protein ligands, because these compounds are known to be conformationally constrained, whereas standard peptides or peptoids are conformationally mobile. Here, we report an efficient submonomer solid-phase synthetic route to these compounds and demonstrate that it can be used to create high quality librarie...
متن کاملSolid-phase synthesis of peptide-viologen conjugates.
This paper presents a robust method for the conjugation of viologens to peptides using an amide coupling strategy that is compatible with standard Fmoc solid-phase peptide synthesis. Methodology is presented for monitoring the milligram scale process quantitatively by UV spectroscopy. This chemistry enables the synthesis of a broad range of asymmetric viologens in high yield at room temperature...
متن کاملTransamination and Reductive Amination
Æ-Keto acids can be reductively aminated to Æ-amino acids via amino acid dehydrogenase catalysis, with NAD(P)H as cofactor. The nitrogen source for the amine functionality is ammonia, the least expensive source. Regeneration of the co-factor NAD(P)+ back to NAD(P)H is required for synthesis and is commonly afforded via formate dehydrogenase catalyzed oxidation of formate to carbon dioxide or gl...
متن کاملDNA-catalyzed reductive amination.
Deoxyribozymes are particular DNA sequences that have catalytic ability, analogous to protein enzymes as functional amino acid sequences. The discovery of natural RNA enzymes (ribozymes) spurred the search for artificial deoxyribozymes, which are identified by in vitro selection. Most deoxyribozyme-catalyzed reactions involve phosphodiester bond cleavage or ligation, although other reactions su...
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ژورنال
عنوان ژورنال: ACS Combinatorial Science
سال: 2015
ISSN: 2156-8952,2156-8944
DOI: 10.1021/acscombsci.5b00007