Supplementary material for Rojas et al. (April 24, 2001) Proc. Natl. Acad. Sci. USA, 10.1073/pnas.091096298

Table 2. GC/MS identification of products from incubation of isotopically labeled intermediates with mutant strain SG139 transformed with P450–1

Substrate

Product

Mass spectrum of Me ester TMSi ether

m/z

(% relative abundance)

ent

-[17-2H2]kaurenoic acid*

ent

-7a-hydroxy[2H2]kaurenoic acid

406(36), 391(11), 316(100), 303(12), 301(28), 257(61), 256(51), 241(29), 187(27)

 

[2H2]GA12

362(1), 330(24), 302(100), 287(18), 271(6), 259(4), 243(3), 227(18)

 

[2H2]GA14

450(10), 435(30), 418(78), 390(64), 375(11), 358(11), 328(53), 300(97), 289(93), 286(69), 261(85), 241(79), 233(100), 201(63), 173(73),129(98)

 

7b-hydroxy[2H2]kaurenolide

390(4), 375(3), 300(100), 285(12), 283(12), 272(52), 257(22), 229(21), 205(20), 177(18), 163(44), 145(40), 137(80), 109(69)

 

7b,18-dihydroxy[2H2]kaurenolide

478(1), 463(4), 435(3), 388(44), 360(11), 345(10), 315(7), 299(22), 285(51), 270(100)

 

3b,7b-dihydroxy[2H2]kaurenolide

478(2), 463(16), 435(5), 388(71), 373(43), 360(26), 345(34), 298(29), 170(71), 129(100)

 

[2H2]fujenoic acid

378(5), 360(11), 347(21), 318(29), 303(17), 287(13), 227(93), 195(100), 167(96), 135(60) 109(82)

ent

-7a-hydroxy[14C4]kaurenoic acid

[14C4]GA14

456(2), 441(11), 424(37), 396(26), 334(23), 306(59), 293(72), 289(33), 263(53), 245(51), 235(83), 203(39), 173(56), 131(100)

ent

-6a,7a-dihydroxy[14C4]kaurenoic acid*

[14C4]fujenoic acid

355(10), 320(12), 231(30), 227(10), 199(90), 195(42), 171(53), 167(29), 139(14), 135(9), 111(100), 107(49)

 

[14C4]fujenoic triacid

348(15), 320(17), 231(36), 227(17), 199(100), 195(29), 171(62), 167(22), 111(79), 107(53)

[14C4]GA12-aldehyde

[14C4]GA14

456(4), 441(10), 424(53), 416(16), 396(33), 388(12), 334(32), 306(74), 298(30), 293(80), 287(29), 263(57), 259(40), 245(56), 235(96), 231(39), 203(49), 173(42), 131(100), 129(51)

[14C4]GA12

[14C4]GA14

441(3), 424(26), 416(18), 396(15), 388(14), 334(15), 326(15), 306(15), 298(38), 293(47), 287(32), 263(43), 259(46), 235(65), 231(71), 173(50), 131(100), 129(58)

*Total extracts of culture filtrates were analyzed by GC/MS. Otherwise, extracts were separated by HPLC, and fractions containing radioactivity were analyzed.