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. Author manuscript; available in PMC: 2015 Jul 21.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Jun 10;53(30):7785–7788. doi: 10.1002/anie.201403148

Table 1.

Proof-of-concept and reaction optimization experiments

graphic file with name nihms608041t1.jpg
Entry Growth medium Cells/H2
added[a] 		Catalyst, mol% Conversion
(%)[b]
1 LB + glucose no/yes PtO2, 40 mol% 15
2 M9 glucose no/yes PtO2, 40 mol% 100
3 LB + glucose yes/yes PtO2, 40 mol% 6
4 M9 glucose yes/yes PtO2, 40 mol% 91
5 LB + glucose yes/no PtO2, 40 mol% 0
6 M9 glucose yes/no PtO2, 40 mol% 15
7 M9CA glucose + Fe[c] yes/no PtO2, 20 mol% 56
8 M9CA glucose + Fe yes/no Royer, 8 mol%[d] 100
9 M9CA glucose + Fe yes/no Royer, 8 mol% 100/87[e]

Reactions were performed at a 5 mM substrate concentration in 5 mL of growth medium containing ampicillin (50 µg/mL), spectinomycin (25 µg/mL), chloramphenicol (12.5 µg/mL), and IPTG (500 µM) under an atmosphere of either hydrogen or nitrogen in 16 mL Hungate tubes with shaking at 190 rpm.

[a]

E. coli strain DD-2 was used, OD600 = 0.4.

[b]

Determined by 1H NMR.

[c]

M9CA glucose + Fe medium contains Fe(NH4)2(SO4)2 (50 µM) and casamino acids (5 g/L).

[c]

Royer catalyst is 2.44 wt% palladium on polyethyleneimine/silica gel.

[d]

Reaction was performed on a 9 mmol scale (1.6 g of 1a) with 8 mol% Royer catalyst at a substrate concentration of 10 mM for 48 h (87% isolated yield).