A New Chemo-Enzymatic Approach to Synthesize Isavuconazole Using an Engineered Benzaldehyde Lyase
Isavuconazole, a clinically important triazole antifungal drug, relies on α-hydroxymethyl ketone as a key synthetic precursor. Here, we present a novel chemo-enzymatic approach for the synthesis of isavuconazole. Using 2,5-difluorobenzaldehyde as the starting material, engineered benzaldehyde lyase (BAL) catalyzes the crucial benzoin reaction to form the key intermediate α-hydroxymethyl ketone. Notably, this biocatalytic process operates without extra cofactors (thiamine pyrophosphate, ThDP) and Mg<sup>2+</sup>, achieving a time-space yield (TSY) of 17.2 g·L<sup>-1</sup>·day<sup>-1</sup> under optimized conditions. After further chemical reactions on the intermediate, isavuconazole is obtained through an eco-friendly process that outshines traditional chemical synthesis. This optimized protocol is efficient and scalable, yielding isavuconazole at 28.9%, double that of the current industrial chemical process (14.2%), highlighting the remarkable advantages of enzyme-catalyzed synthesis.
Authors
- Menglan Li (ORCID: https://orcid.org/0000-0001-9312-3111)
- Fen‐Er Chen (ORCID: https://orcid.org/0000-0002-6734-3388)
- Dang Cheng (ORCID: https://orcid.org/0000-0001-5899-5141)
- Zhiran Ju (ORCID: https://orcid.org/0009-0000-1270-4468)
- Wenhao Xu (ORCID: https://orcid.org/0000-0001-7694-4268)
- Zhiyun Li (ORCID: https://orcid.org/0009-0002-9149-4343)
- Saili Xu
Institutions
- Fudan University (CN)
- Green Chemistry (PL)
- Chemical Synthesis Lab (SG)
- Zhejiang University of Technology (CN)
Publication Details
- Journal
- Journal of Agricultural and Food Chemistry
- Published
- 2025-09-18
- DOI
- https://doi.org/10.1021/acs.jafc.5c06402
- Citations
- 1
- Primary Topic
- Biochemical and Molecular Research
- Type
- article
- Field-Weighted Citation Impact
- 0.81