Pentapeptide Nanoreactor as a Platform for Halogenations, Diels–Alder Reaction, and Morita–Baylis–Hillman Reaction | Zendy

Mintu Debnath | Zendy; Supriya Sasmal | Zendy; Debasish Podder | Zendy; Debasish Haldar | Zendy

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Pentapeptide Nanoreactor as a Platform for Halogenations, Diels–Alder Reaction, and Morita–Baylis–Hillman Reaction

Author(s) -

Mintu Debnath,

Supriya Sasmal,

Debasish Podder,

Debasish Haldar

Publication year - 2019

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.9b01393

Subject(s) - halogenation , pentapeptide repeat , chemistry , baylis–hillman reaction , organic chemistry , maleic anhydride , diels–alder reaction , synthon , adduct , catalysis , copolymer , polymer , peptide , biochemistry

A pentapeptide nanoreactor has been designed and synthesized as a platform to carry out the traditional organic reactions such as bromination, iodination, cycloaddition, and condensation reactions. The pentapeptide Boc-Phe-Phe-Aib-Phe-Phe-OMe with a supramolecular helical structure and π-rich channel provides nanoconfinements and thus facilitates the organic reactions. Bromination and iodination of aniline take place without any halogen carrier (Lewis acid) in the pentapeptide platform. Iodination produced p -iodoaniline only. The Diels-Alder reaction between furan and maleic anhydride increased 2-fold in the pentapeptide platform and the Morita-Baylis-Hillman reaction of benzaldehyde and ethyl acrylate in methanol enhanced 1.5-fold.

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