TABLE 5.

Metabolites detected in extracts from four Mycobacterium strains incubated for 3 and 7 days with pyrene, phenanthrene, or a mixture of the two chemicals

Metabolite IDa	Chemical nameb	czh-101			JS19b1			czh-3			czh-117
		PYR	Mix	PHE	PYR	Mix	PHE	PYR	Mix	PHE	PYR	Mix	PHE
A-II	Phenanthrene-4,5-dicarboxylic acid (diME)	+/+	+/+			+/−		−/+	+/+		+/+	+/d
A-III	Phenanthrene-4-carboxylic acid (ME)	+/+	+/−					−/+	−/+		+/+	+/−
B-II	4-Oxapyren-5-one	+/+	+/+		+/d			+/+	+/+		+/+	d/+
A-IX	7,8-Benzocoumarin	+/+	+/+	−/+		d/+	+/+	+/+	+/+	+/d	+/+	+/+	+/+
A-X	1-Hydroxy-2-naphthoic acid (ME)	−/d	d/+			+/+	−/+	−/+	+/+	+/+	+/+	+/+	+/+
A-XI	2-Carboxy-cinnamic acid (diME)								+/+	−/+		+/−	+/d
A-XII	Phthalic acid (diME)	−/+	−/+	−/+	+/−	+/+	+/+		+/+	−/+	+/+	+/+	+/+
C-I	2-(2-Carboxy-vinyl)-1-naphthoic acid (diME)		−/+	−/+				−/d	+/+	+/+		+/+	+/+
C-II	Naphthalene-1,2-dicarboxylic acid (diME)						−/+		−/+
C-III	Naphthalene-1,2-dicarboxylic acid anhydride		+/+	+/+		−/+	−/+		+/+		−/d	+/+	+/+
E-IV	5,6-Benzocoumarin		+/+						+/+			+/+	+/+
F-II	cis-9,10-Dihydrophenanthrene-9,10-diol (diME)	+/+						−/+			+/+
F-III	Diphenic acid (diME)	+/+	+/+	+/+	+/−	−/+	−/+	−/+	+/+	+/+	+/+	+/+	+/+

^aMetabolite letter-numeral combinations correspond with metabolite IDs in Fig. 3.

^bdiME, dimethyl ester; ME, methyl ester; d, the identifying mass spectrum was detected in the sample, but the peak was not above the background.