Ortiz de Montellano Paul R.(Ed.) Cytochrome P450. Structure, Mechanism, and Biochemistry
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688
Index
Sutherlandin, 565
10-SUYS,293,294
SXR, see Pregnane X receptor
Sydnones, 275, 277
3-(2-phenylethyl)-4-methyl-, 277, 278
3-(2-phenylthioethyl)-4-methyl-, 278
Tabersonine, 568, 569
Tacrine 386, 399
Tamoxifen, 250, 262, 263, 351, 425, 452
TAO,
see Troleandomycin
Tapesia
acuformis, 591
yallundae, 591
Taxiphyllin, 564
Taxol, 99, 378, 407, 408, 621, 625
TCDD, 336
as inducer, 335, 397, 538
as inhibitor, 399
in lowering P450 levels, 363
toxicity, 338
Teasterone, 559, 560
Tebuconazole, 593
Tegafur, 403
Temperature
jump,
127
Terconazole, 250
Terfenadine, 394, 426, 430
Terpineol, 595, 598
Testarone, 558
6-deoxy-,
558
Testosterone
dehydrogenation of, 210
depletion by xenobiotics, 363
hormonal effects on P450,
350-351,
536
2-hydroxy-, 635
6-hydroxy-,
210, 349, 378, 380, 425-428,
433,
434
7-hydroxy-,
210, 349
15-hydroxy, 349
16-hydroxy-,349, 635
17-hydroxylation, 413
in P450 regulation, 364, 449
as substrate, 134, 164, 415, 452, 621, 622, 627,
633-636, 640
3,4,5,6-Tetrachlorocyclohexene, 186
2,3,78-Tetrachlorodibenzo-p-dioxin, see TCDD
Tetracycline, 598
12-O-Tetradecanoylphorbol 13-acetate, 438, 502
Tetrahydrocannabinol, 261
2,3',4,5'-Tetramethoxystilbene, 285, 402, 633
Tetramethylpiperidine cleavage, 228, 229
TGF-Pj,451
Thalidomide, 412
Thaxtomin, 599, 600
Thebaine, 573
Thermal factors, in crystal structures, 65
ThermophiHc P450, 91
Thermus thermophilus, 92, 596, 601
Theophylline, 386, 398-400, 633
(205)-22-nor-22-Thiacholesterol,286
10-Thiiranylestr-4-ene-3,17-dione, 290
Thioester hydrolysis, 253
Thiophene, 250,252,410
sulfoxide, 251
Thiosteroids, 254
2|3-Thiotestosterone, 637
6(3-Thiotestosterone, 636
Thioureas, 250
Thlaspi arvense, 566
Threonine, conserved, 183, 185, 186, 192, 217
Thromboxane, 437-^39, 531
Thromboxane synthase, see CYP5A1
Thujone, 210
Thyroid hormone
in regulation of
P450,
349, 362, 365, 440
in regulation of P450 reductase, 119, 365
Thyroxine, 363
Ticlopidine, 252, 621, 625
Tienilic acid, 250, 251, 252, 410,
411,
621, 625
Tirapazamine, 120
Tolbutamide, 378, 386, 407-409, 411, 412, 621, 625
Toluene hydroxylation, 247
20-(p-Tolyl)-5-pregnen-3p-ol, 212, 213
Tracazolate, 211
Transcription factors, 323
Transcriptome, 605
Transgenic
mice, 395, 416, 433, 435, 440, 455
plants, 564
Transporters, 606
Cdrlp, 607, 608
Cdr2p, 607
MDR1,607,608
role in drug removal, 392
Tranylcypromine, 404, 621, 624
TreP-132,445
Tretinoin, 622
Triacetyloleandomycin, see Troleandomycin
Triazolam, 426
Triazole, in P450 inhibition 249
Triethylenethiophosphoramide, 406
Trifoliumpratense (red clover), 571
Trifolium
repens (white clover), 571
Trichloroacetaldehyde, 200
Trichloroacetic acid, 332
1,1,1 -Trichloroethane, 420
Trichloroethylene, 200, 384, 420
Trichophyton reubrum, 603
Trichostatin A, 454
Triethylenethiophosphoramide, 621
Triglochin
maritima, 557
2,4,7-Trihydroxy-2H-l ,4-benzoxazin-3(4H)-one, 567
Trimethoprim, 621, 625
Trimethylamine, 195
Index
Trioxsalen, 261
Triticum
aestivum (wheat), 555, 558, 564, 566, 567, 591
Troglitazone, 253, 254, 407
Troleandomycin
as inducer, 282
as inhibitor, 265, 266, 282, 285, 425, 430, 433, 621,
628,
637
modification of P450 compressibility, 429
Try-P-1 (3-amino-1,4-dimethyl-5H-pyrido(4,5-Z>)indole,
365
Trypanosoma brucei, 591, 610
Tryptamine, 404, 416, 568
Tryptophan as substrate, 555, 569, 574
Tumor necrosis factor a (TNF), 419, 440, 451
Tumor promotion, 407
Type I spectrum, 646
Type I, reverse, spectrum, 248, 646
Type
11
spectrum, 248, 249, 291, 292, 605, 646
Tylosin, 599
Typhasterol, 559, 560
Tyrosine
/>-hydroxy-, 562
iV-hydroxy-,561,562
to /7-hydroxyphenylacetaldoxime, 557
kinase, 356-358
oligomerization by CYP57, 601
as precursor, 561, 564, 572
radical, 185, 186
Two-state reactivity (TSR),
11,
66, 69, 73, 80, 188, 190,
193,201,269
Ubiquitin,282,419,425
10-UDYA, See 10-Undecynoic acid
UGT1A6, 338
UGT85B
1,562-564
Uncoupling, 156
by hydroperoxide dissociation, 5, 58, 161
cytochrome
b5,
effect of, 134
oxidase pathway, 152, 156
phenomenon of, 152, 184
relation to structure, 154
and water access, 152, 163, 184
10-Undecynoic acid, 250, 256, 257, 263, 293, 621,
630,
637
10-Undecynyl sulfate, 293
USF 1,433
Ustilago maydis, 603
Valeraldehyde, 221
Valeric acid, 226
L-Valine, glucoside precursor, 561, 564
Vancomycin, 105
VanderWaals,46, 135
Lennard-Jones potential, 47
Valproic acid desaturation, 208, 209, 280, 436
3-
and 4-hydroxy-, 209, 436
Vancomycin biosynthesis, 206
Vasoconstriction, 542
Vasodilation, 541, 542
Vasopressin, 538
VDRE-1,454
VDRE-2, 454
Venturia
nashicola, 591
Verapamil, 407
Vicia
villosa, 571
Vigna
radiata (mung bean), 560
Vinblastin biosynthesis, 568, 569
Vincristine biosynthesis, 568, 569
Vindoline, 569
Vinylbromide, 384, 420
Vinyl carbamate, 384, 420
Vinyl chloride, 384, 420, 422
Vinyl fluoride, 268
(325)-Vinyllanost-8-en-3p,32-diol, 291
18-Vinylprogesterone, 447
Virilization, P450 link to, 383,454
Vitamin A deficiency, 364
Vitamin D, 440
deficiency, 455
la-hydroxylation, 379, 459
24-hydroxylation, 379
25-hydroxylation, 456, 457, 458
hypervitaminosis, P450 link to, 383
manifold, overview of, 454
metabolism, 454
production in yeast, 586
receptor, 406, 425, 451, 454
Vitis
vinifera, 574
VLDL, 541
Voriconazole, 605, 606, 607
Warfarin
dehydrogenation of, 210
as substrate, 386, 409, 410-412, 621, 632, 635, 640
cooperativity in metabolism of, 429
polymorphism effect, 394, 410
toxicity, 411
Wound-induced response in plants, 553, 568, 569
Wy
14643,
in peroxisome proliferation, 332,434, 621
XAP2,
336
XRE element, 397
XREM, 433
Xylenes, 64, 202
XylM, 15, 16
Yarrowia
lipolytica, 602
Yellow flourescent protein, 564
YYl transcription factor, 454
Zafirlukast, 280
Zea mays (corn), 566, 567
Zinc finger
motif,
323