Direct enzymatic synthesis of a deep-blue fluorescent noncanonical amino acid from azulene and serine.

08:00 EDT 12th September 2019 | BioPortfolio

Summary of "Direct enzymatic synthesis of a deep-blue fluorescent noncanonical amino acid from azulene and serine."

We report a simple, one-step enzymatic synthesis of the blue fluorescent noncanonical amino acid β-(1-azulenyl)-l-alanine (AzAla). Using an engineered tryptophan synthase β-subunit (TrpB), stereochemically pure AzAla can be synthesized at scale starting from commercially available azulene and l-serine. Mutation of a universally conserved catalytic glutamate in the active site to glycine has only a modest effect on native activity with indole but abolishes activity on azulene, suggesting that this glutamate activates azulene for nucleophilic attack by stabilization of the aromatic ion.


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This article was published in the following journal.

Name: Chembiochem : a European journal of chemical biology
ISSN: 1439-7633


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