. Author manuscript; available in PMC: 2020 Jun 12.

Published in final edited form as: J Am Chem Soc. 2019 May 29;141(23):9145–9150. doi: 10.1021/jacs.9b02700

Table 1.

Intramolecular cyclopropanation of cinnamyl 2-diazoacetate (1a) with Mb and variants thereof.^a



Entry	catalyst	OD₆₀₀	Yield^b	TON	e.e.
1	Mb	-	13%	32	80%
2	Mb(L29A)	-	65%	163	93%
3	Mb(V68A)	-	65%	162	90%
4	Mb(H64V,V68A)	-	33%	82	81%
5	Mb(L29A,H64V,V68A)	-	99%	250	96%
6^c	Mb(L29A,H64V,V68A)	40	74%	185	96%
7^d	Mb(L29A,H64V,V68A)	40	99%	90	96%
8	Mb(H64V,I107S)	-	78%	195	97%
9^d	Mb(H64V,I107S)	40	99% (83%)^e	90	>99%

Reaction conditions: 5 mM cinnamyl 2-diazoacetate (1a), 20 μM Mb variant (or C41(DE3) E. coli cells at indicated OD₆₀₀) in KPi buffer (50 mM, pH 7), 10 mM Na₂S₂O₄ (protein only), r.t., 5 hours in anaerobic chamber.

GC yield.

15 min reaction time.

Using 2.5 mM 1a.

Isolated yield.