TABLE 1.

Characterization of products formed from isoflavonoids by dioxygenation catalyzed by the BphA of Burkholderia sp. strain LB400

Substratea	Products
	No.	tr (min)	Yieldb (%)	Prominent ionsc (m/z)	Ring B
7-OH-8-CH3-ISF (1a)	1	27.4	30-35	412 (M+, 14), 397 (100), 73 (40)	2′-OHd
	2	28.5	5-8	502 (M+, 12), 487 (5), 413 (6), 397 (34), 73 (86)	2′,3′-Dihydrodiole
	3	29.5	60-65	412 (M+, 60), 397 (45), 73 (100)	3′-OHd
2′-F-7-OH-8-CH3-ISF (1c)	1	29.7	100	500 (M+, 9), 485 (100), 73 (99)	2′,3′-Di-OHf
7-OH-ISF (2a)	1	26.5	35-40	398 (M+, 10), 383 (100), 73 (41)	3′-OHd
	2	27.8	10-15	488 (M+, 12), 473 (7), 397 (24), 383 (68), 73 (100)	3′,4′-Dihydrodiole
	3	28.4	10-15	398 (M+, 93), 383 (90), 73 (84)	4′-OHd
	4	28.6	35-40	486 (M+, 9), 471 (100), 73 (73)	3′,4′-Di-OHg
7,4′-Di-OH-ISF (2b)	1	28.7	100	486 (M+, 9), 471 (100), 73 (90)	2′-OHg

^aISF, isoflavone.

^bDeduced from TIC peak areas.

^cThe mass ion is underlined. The relative abundance(s) (expressed as the percent base peak) of each ion is given in parentheses.

^dAssignment is based on t_r values and on the assumption that this is a dehydration product.

^eAssignment is based on the identification of the follow up product generated by BphA and BphB.

^fThe defluorinated product generated by BphA must have been attacked at ortho-fluorinated and meta carbons.

^gIdentified by NMR analysis.