Helical Antimicrobial Peptide Foldamers Containing Non‐proteinogenic Amino Acids
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DOI: 10.1002/cmdc.202000940
Abstract: Antimicrobial peptides (AMPs) are potential novel therapeutic drugs against microbial infections. Most AMPs function by disrupting microbial membranes because of their amphipathic properties and ordered secondary structures. In this minireview, we describe recent efforts to… read more here.
Keywords: proteinogenic amino; amino; amino acids; foldamers containing ... See more keywords
Mechanisms of Sugar Aminotransferase-like Enzymes to Synthesize Stereoisomers of Non-proteinogenic Amino Acids in Natural Product Biosynthesis.
Sign Up to like & getrecommendations! Published in 2023 at "ACS chemical biology"
DOI: 10.1021/acschembio.2c00823
Abstract: (2,6)-Diamino-(5,7)-dihydroxyheptanoic acid (DADH), a non-proteinogenic amino acid, is converted to 1-azabicyclo[3.1.0]hexane ring-containing amino acids that are subsequently incorporated into ficellomycin and vazabitide A. The present study revealed that the sugar aminotransferase-like enzymes Fic25 and Vzb9,… read more here.
Keywords: amino acids; proteinogenic amino; sugar aminotransferase; stereochemistry ... See more keywords
Arsinothricin, an arsenic-containing non-proteinogenic amino acid analog of glutamate, is a broad-spectrum antibiotic
Sign Up to like & getrecommendations! Published in 2019 at "Communications Biology"
DOI: 10.1038/s42003-019-0365-y
Abstract: The emergence and spread of antimicrobial resistance highlights the urgent need for new antibiotics. Organoarsenicals have been used as antimicrobials since Paul Ehrlich’s salvarsan. Recently a soil bacterium was shown to produce the organoarsenical arsinothricin.… read more here.
Keywords: arsinothricin; non proteinogenic; broad spectrum; spectrum antibiotic ... See more keywords
Crystal structures of non-proteinogenic amino acid peroxosolvates: rare example of H-bonded hydrogen peroxide chains
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DOI: 10.1039/c8ce01486h
Abstract: Novel peroxosolvates of the non-proteinogenic amino acids sarcosine C3H7NO2·H2O2 (1) and phenylserine C9H11NO3·H2O2 (2) were prepared and their structures were determined by X-ray crystallography. All «active» hydrogen atoms (amino, hydroxo, and peroxo) in these adducts… read more here.
Keywords: proteinogenic amino; amino; amino acid; acid peroxosolvates ... See more keywords
Concise enantioselective synthesis of non-proteinogenic α-aminoacids via an organocatalytic Mannich-type reaction.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc04909k
Abstract: A bifunctional tertiary amine-squaramide-catalyzed enantioselective Mannich-type addition of available allomaltol to N-protected aldimines was developed. The resulted adducts were readily transformed into non-proteinogenic α-amino acids and their derivatives were not easily accessible by other methods… read more here.
Keywords: enantioselective synthesis; proteinogenic aminoacids; synthesis non; concise enantioselective ... See more keywords
In the Pursuit of (Ald)Imine Surrogates for the Direct Asymmetric Synthesis of Non-Proteinogenic α-Amino Acids
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DOI: 10.1055/a-1463-4266
Abstract: Nature remarkably employs posttranslational modifications of the 20 canonical α-amino acids to devise a far larger structural, conformational, and functional diversity found in non-proteinogenic amino acids (NPAAs), which ultimately translates into a plethora of complex… read more here.
Keywords: synthesis; asymmetric synthesis; amino acids; proteinogenic amino ... See more keywords