We designed a system, in which two tryptophan (Trp) units are appended on a bicyclic scaffold namely bispidine. Bispidine, endowed with two nitrogen atoms placed at ~ 2.8 Å, is ideal to append fluorescent units for studying the intramolecular through-space association between them. Our investigation revealed that the proximal placement of Trp can lead to the emergence of a new and unanticipated fluorescent entity namely Trp-Trp dimer. Proton induced modulation of fluorescence is another additional attribute of this work. Investigations with control compound unequivocally revealed that the fluorescence property is not originated from the localized excited state, but from the unprecedented Trp-Trp intramolecular dimer in the ground-state itself. The present findings will initiate, the biophysical scientists to have a relook<b> </b>at the fluorescence properties of Trp containing proteins.

Unprecedented intramolecular association induced fluorescence (IAIF) in tryptophan containing peptidomimetics

ACS Spring Meeting 2021

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