4.8 Article

Application of microwave irradiation to the synthesis of 14-helical β-peptides

Journal

ORGANIC LETTERS
Volume 7, Issue 8, Pages 1517-1520

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0501727

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Funding

  1. NIGMS NIH HHS [GM56414, 5 T32 GM08349] Funding Source: Medline

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[GRAPHICS] We have evaluated the effects of microwave irradiation on the solid-phase synthesis of beta-peptides. Sequences designed to adopt the 14-helix, especially those containing the structure-promoting residue trans-2-aminocyclohexanecarboxylic acid (ACHC), suffer from poor synthetic efficiency under standard SPPS conditions. A comparison of microwave and conventional heating shows that both provide excellent synthetic results for shorter sequences; however, we identify a clear benefit from microwave irradiation for longer beta-peptides.

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