Xanthopsin-Like Systems via Site-Specific Click-Functionalization of a Retinoic Acid Binding Protein.
Morita-Baylis-Hillman adducts
PYP-like chromophores
light-sensitive proteins
site-specific reactions
synthetic xanthopsin-like proteins
Journal
Chembiochem : a European journal of chemical biology
ISSN: 1439-7633
Titre abrégé: Chembiochem
Pays: Germany
ID NLM: 100937360
Informations de publication
Date de publication:
05 01 2022
05 01 2022
Historique:
revised:
12
10
2021
received:
25
08
2021
pubmed:
15
10
2021
medline:
22
2
2022
entrez:
14
10
2021
Statut:
ppublish
Résumé
The use of light-responsive proteins to control both living or synthetic cells, is at the core of the expanding fields of optogenetics and synthetic biology. It is thus apparent that a richer reaction toolbox for the preparation of such systems is of fundamental importance. Here, we provide a proof-of-principle demonstration that Morita-Baylis-Hillman adducts can be employed to perform a facile site-specific, irreversible and diastereoselective click-functionalization of a lysine residue buried into a lipophilic binding pocket and yielding an unnatural chromophore with an extended π-system. In doing so we effectively open the path to the in vitro preparation of a library of synthetic proteins structurally reminiscent of xanthopsin eubacterial photoreceptors. We argue that such a library, made of variable unnatural chromophores inserted in an easy-to-mutate and crystallize retinoic acid transporter, significantly expand the scope of the recently introduced rhodopsin mimics as both optogenetic and "lab-on-a-molecule" tools.
Identifiants
pubmed: 34647400
doi: 10.1002/cbic.202100449
pmc: PMC8934143
mid: NIHMS1775712
doi:
Substances chimiques
Receptors, Retinoic Acid
0
Rhodopsin
9009-81-8
Types de publication
Journal Article
Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202100449Subventions
Organisme : NIGMS NIH HHS
ID : R15 GM126627
Pays : United States
Organisme : Italian MIUR
ID : PRIN 2015
Informations de copyright
© 2021 Wiley-VCH GmbH.
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