Synthesis of the fungal metabolite YWA1 and related constructs as tools to study MelLec-mediated immune response to Aspergillus infections

Monica Piras, Ilaria Patruno, Christina Nikolakopoulou, Janet A Willment, Nikki Sloan, Chiara Zanato, Gordon Brown* (Corresponding Author), Matteo Zanda* (Corresponding Author)

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

We describe the chemical synthesis of the fungal naphthopyrones YWA1 and fonsecin B, as well as their functionalization with an amine-spacer arm and the conjugation of the resulting molecules to three different functional tags (i.e. biotin, Oregon green, PyMPO). The naphthopyrone-biotin and -PyMPO constructs maintained the ability to bind the Ctype lectin receptor MelLec, whose interaction with immunologically active fungal metabolites (i.e. DHN-melanin and YWA1) is a key step in host recognition and induction of protective immune responses against A. fumigatus. The fluorescent Fonsecin B-PyMPO construct 21 was used to selectively visualize MelLec-expressing cells, thus validating the potential of this strategy for studying the role and functions of MelLec in immunity.
Original languageEnglish
JournalJournal of Organic Chemistry
Publication statusAccepted/In press - 12 Apr 2021

Fingerprint Dive into the research topics of 'Synthesis of the fungal metabolite YWA1 and related constructs as tools to study MelLec-mediated immune response to Aspergillus infections'. Together they form a unique fingerprint.

Cite this