2017
DOI: 10.1021/acscombsci.7b00096
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Microwave-Facilitated SPOT-Synthesis of Antibacterial Dipeptoids

Abstract: With microwave irradiation, the submonomer synthesis of dipeptoids on functionalized cellulose can be accelerated with good yields and purity. Optimization provided a library of 96 dipeptoids. From these, 29 compounds were found with an antibacterial activity against MRSA at a concentration of 25 μM. Large nonpolar residues, such as undecylamine and dehydroabiethylamine, are the key components engendering the observed antibacterial activity of these peptoids.

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Cited by 10 publications
(7 citation statements)
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“…Although some publications describe the application of elevated temperature for the preparation of the membrane and for amino acid couplings by heating using an infrared light or a microwave [31,32], we will describe here only the synthesis at room temperature (at approx. 22-24 C).…”
Section: Methodsmentioning
confidence: 99%
“…Although some publications describe the application of elevated temperature for the preparation of the membrane and for amino acid couplings by heating using an infrared light or a microwave [31,32], we will describe here only the synthesis at room temperature (at approx. 22-24 C).…”
Section: Methodsmentioning
confidence: 99%
“…Schneider et al . presented MW‐assisted SPOT‐synthesis of dipeptoids on the functionalized cellulose supports [17c] . SPOT‐synthesis allows for rapid synthesis and screening of large libraries [19] .…”
Section: Peptide Backbone Modifications and Solid‐phase Synthesis Techniquesmentioning
confidence: 99%
“…85 These hydrophilic membranes allowed for synthesizing peptoid libraries by pipetting single droplets of non-volatile reagent solutions to defined spots on the solid support. 46,85 Initially, this so-called SPOT-synthesis was discovered by Ronald Frank. 86 .…”
Section: Spot Arraysmentioning
confidence: 99%
“…Microwave-assisted techniques can even accelerate the entire process. [45][46][47][48][49] Moreover, the submonomer method is suitable for automatization. Zuckermann developed the machine synthesis of peptoid oligomers on a common peptide synthesizer.…”
Section: Introductionmentioning
confidence: 99%