Iminothioindoxyl Donors with Exceptionally High Cross Section for Protein Vibrational Energy Transfer

Author:

Feid Carolin1ORCID,Luma Larita2ORCID,Fischer Tobias3ORCID,Löffler Jan Gerrit1ORCID,Grebenovsky Nikolai2ORCID,Wachtveitl Josef3ORCID,Heckel Alexander2ORCID,Bredenbeck Jens1ORCID

Affiliation:

1. Institute of Biophysics Goethe University Frankfurt Max-von-Laue-Straße 1 60438 Frankfurt (Main) Germany

2. Institute for Organic Chemistry and Chemical Biology Goethe University Frankfurt Max-von-Laue-Straße 7 60438 Frankfurt (Main) Germany

3. Institute for Physical and Theoretical Chemistry Goethe University Frankfurt Max-von-Laue-Straße 7 60438 Frankfurt (Main) Germany

Abstract

AbstractVarious protein functions are related to vibrational energy transfer (VET) as an important mechanism. The underlying transfer pathways can be experimentally followed by ultrafast Vis‐pump/IR‐probe spectroscopy with a donor‐sensor pair of non‐canonical amino acids (ncAAs) incorporated in a protein. However, so far only one donor ncAA, azulenylalanine (AzAla), exists, which suffers from a comparably low Vis extinction coefficient. Here, we introduce two novel donor ncAAs based on an iminothioindoxyl (ITI) chromophore. The dimethylamino‐ITI (DMA‐ITI) and julolidine‐ITI (J‐ITI) moieties overcome the limitation of AzAla with a 50 times higher Vis extinction coefficient. While ITI moieties are known for ultrafast photoswitching, DMA‐ITI and J‐ITI exclusively form a hot ground state on the sub‐ps timescale instead, which is essential for their usage as vibrational energy donor. In VET measurements of donor‐sensor dipeptides we investigate the performance of the new donors. We observe 20 times larger signals compared to the established AzAla donor, which opens unprecedented possibilities for the study of VET in proteins.

Funder

Deutsche Forschungsgemeinschaft

Publisher

Wiley

Subject

General Medicine

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