Journal
CHEMICAL SCIENCE
Volume 5, Issue 2, Pages 598-601Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3sc52535j
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Funding
- Gordon and Betty Moore Foundation [GBMF2809]
- National Institute of Health [F32EB015846-01]
- NATIONAL INSTITUTE OF BIOMEDICAL IMAGING AND BIOENGINEERING [F32EB015846] Funding Source: NIH RePORTER
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Expanding nature's catalytic repertoire to include reactions important in synthetic chemistry will open new opportunities for 'green' chemistry and biosynthesis. We demonstrate the first enzyme-catalyzed insertion of carbenoids into N-H bonds. This type of bond disconnection, which has no counterpart in nature, can be mediated by variants of the cytochrome P450 from Bacillus megaterium. The N-H insertion reaction takes place in water, provides the desired products in 26-83% yield, forms the single addition product exclusively, and does not require slow addition of the diazo component.
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