Information on EC 2.3.1.85 - fatty-acid synthase

Word Map on EC 2.3.1.85
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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
2.3.1.85
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RECOMMENDED NAME
GeneOntology No.
fatty-acid synthase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
acetyl-CoA + n malonyl-CoA + 2n NADPH + 2n H+ = a long-chain fatty acid + (n+1) CoA + n CO2 + 2n NADP+
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
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decarboxylation
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redox reaction
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thioester hydrolysis
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
(5Z)-dodec-5-enoate biosynthesis
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fatty acid biosynthesis (plant mitochondria)
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fatty acid biosynthesis initiation I
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fatty acid biosynthesis initiation II
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fatty acid biosynthesis initiation III
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fatty acid elongation -- saturated
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octanoyl-[acyl-carrier protein] biosynthesis (mitochondria, yeast)
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oleate biosynthesis IV (anaerobic)
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palmitate biosynthesis I (animals and fungi)
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palmitate biosynthesis II (bacteria and plants)
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superpathway of fatty acid biosynthesis initiation (E. coli)
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Fatty acid biosynthesis
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:malonyl-CoA C-acyltransferase (decarboxylating, oxoacyl- and enoyl-reducing and thioester-hydrolysing)
The animal enzyme is a multi-functional protein catalysing the reactions of EC 2.3.1.38 [acyl-carrier-protein] S-acetyltransferase, EC 2.3.1.39 [acyl-carrier-protein] S-malonyltransferase, EC 2.3.1.41 3-oxoacyl-[acyl-carrier-protein] synthase, EC 1.1.1.100 3-oxoacyl-[acyl-carrier-protein] reductase, EC 4.2.1.59 3-hydroxyacyl-[acyl-carrier-protein] dehydratase, EC 1.3.1.39 enoyl-[acyl-carrier-protein] reductase (NADPH, Re-specific) and EC 3.1.2.14 oleoyl-[acyl-carrier-protein] hydrolase. cf. EC 2.3.1.86, fatty-acyl-CoA synthase.
CAS REGISTRY NUMBER
COMMENTARY hide
9045-77-6
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
male FVB-N
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Manually annotated by BRENDA team
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1047575 A+, 1053915 A+, 1063741 A+, 1070937 A+, 1102315 A+, 1102550 A+, 1102552 A+, 1102563 A+, 1102571 A+, 1102586 A+, 1102604 A+, 1102663 A+, 1102675 A+, 1120047 A+, 1122382 A+, 1127352 A+, 1127664 A+, 1201603 A+, 1201866 A+, 1201867 A+, 1243525 A+, 1243640 A+, 1244470 A+, 1293109 A+, 1332790 A+, 1333072 A+, 1333343 A+, 1333389 A+, 1333397 A+, 1333638 A+, 1333847 A+, 1333881 A+, 1346725 A+, 1366067 A+, 1366391 A+, 1366433 A+, 1412428 A+, 1427376 A+, 1427389 A+, 1427419 A+, 1427472 A+, 1427481 A+, 1427510 A+, 1427530 A+, 1427579 A+, 1427598 A+, 1427669 A+, 1427726 A+, 1427765 A+, 1427795 A+, 1427854 A+, 1427870 A+, 1427904 A+, 1427913 A+, 1427980 A+, 1427991 A+, 1427998 A+, 1428067 A+, 1428075 A+, 1428132 A+, 1428162 A+, 1431492 A+, 1432550 A+, 1434025 A+, 1434227 A+, 1434603 A+, 1573074 A+, 1696539 A+, 1697889 A+, 1732323 A+, 1732356 A+, 1732372 A+, 1732386 A+, 1805134 A+, 1806926 A+, 1828311 A+, 1837254 A+, 1843901 A+, 1883263 A+, 1883638 A+, 1884258 A+, 1884496 A+, 1890974 A+, 1891016 A+, 1891081 A+, 1891083 A+, 1891101 A+, 1891104 A+, 1891107 A+, 1891117 A+, 1891134 A+, 1891148 A+, 1891153 A+, 1891169 A+, 1891170 A+, 1891181 A+, 1891193 A+, 1891212 A+, 1891215 A+, 1891219 A+, 1891223 A+, 1891225 A+, 1891233 A+, 1891246 A+, 1891263 A+, 1891269 A+, 1891271 A+, 1891273 A+, 1891290 A+, 1891291 A+, 1891294 A+, 1891312 A+, 1891314 A+, 1891320 A+, 1891330 A+, 2156376 A+, 2216365 A+, 2269640 A+, 2288258 A+, 2297046 A+, 2297070 A+, 2297083 A+, 2297167 A+, 2307652 A+, 2349262 A+, 2351141 A+, 2470174 A+, 2552343 A+, 2552372 A+, 2552397 A+, 2552450 A+, 2552564 A+, 2552645 A+, 2552668 A+, 2552742 A+, 2557515 A+, 2557588 A+, 2640337 A+, 2713287 A+, 2726933 A+, 2743673 A+, 2761358 A+, 2761635 A+, 2762624 A+, 2766061 A+, 2788505 A+, 2849411 A+, 2871244 A+, 2909945 A+, 2910037 A+, 2914422 A+, 2914448 A+, 2914449 A+, 2914480 A+, 2914488 A+, 2914534 A+, 2914542 A+, 2914552 A+, 2914596 A+, 2914612 A+, 2914619 A+, 2914625 A+, 2914673 A+, 2914681 A+, 2914684 A+, 679103 A+, 688231 A+, 705798 A+, 706418 A+, 706445 A+, 1428003 A++, 1428089 A++, 1434544 A++, 1891265 A++, 1891286 A++, 1891299 A++, 2297155 A++, 2552633 A++, 2702182 A++, 2914635 A++, 1732369 A++, 1891264 A++, 1891268 A++, 1891295 A++, 1102334 A+++, 1102447 A+++, 1102469 A+++, 1102488 A+++, 1102491 A+++, 1102578 A+++, 1102621 A+++, 1102628 A+++
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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1013355 A+, 1034855 A+, 1098163 A+, 1102291 A+, 1102293 A+, 1102296 A+, 1102304 A+, 1102308 A+, 1102309 A+, 1102312 A+, 1102313 A+, 1102315 A+, 1102319 A+, 1102324 A+, 1102327 A+, 1102331 A+, 1102337 A+, 1102347 A+, 1102361 A+, 1102390 A+, 1102395 A+, 1102396 A+, 1102400 A+, 1102406 A+, 1102409 A+, 1102414 A+, 1102415 A+, 1102416 A+, 1102420 A+, 1102429 A+, 1102431 A+, 1102433 A+, 1102438 A+, 1102461 A+, 1102466 A+, 1102473 A+, 1102484 A+, 1102485 A+, 1102499 A+, 1102502 A+, 1102508 A+, 1102514 A+, 1102548 A+, 1102558 A+, 1102589 A+, 1102610 A+, 1102631 A+, 1102636 A+, 1163607 A+, 1189450 A+, 1201476 A+, 1201690 A+, 1201873 A+, 1248137 A+, 1275524 A+, 1293476 A+, 1310363 A+, 1313297 A+, 1332456 A+, 1332493 A+, 1332842 A+, 1356027 A+, 1365545 A+, 1367558 A+, 1386983 A+, 1419394 A+, 1427159 A+, 1427175 A+, 1427177 A+, 1427285 A+, 1427292 A+, 1427294 A+, 1427316 A+, 1427327 A+, 1427336 A+, 1427342 A+, 1427367 A+, 1427377 A+, 1427394 A+, 1427426 A+, 1427443 A+, 1427493 A+, 1427503 A+, 1427509 A+, 1427547 A+, 1427588 A+, 1427831 A+, 1427835 A+, 1427845 A+, 1427852 A+, 1427865 A+, 1427897 A+, 1427910 A+, 1427985 A+, 1427990 A+, 1428011 A+, 1428105 A+, 1428116 A+, 1428151 A+, 1428172 A+, 1428181 A+, 1428187 A+, 1431260 A+, 1431634 A+, 1431982 A+, 1432543 A+, 1433061 A+, 1433639 A+, 1433658 A+, 1433925 A+, 1434003 A+, 1434073 A+, 1434200 A+, 1434643 A+, 1442890 A+, 1536620 A+, 1573824 A+, 1658412 A+, 1674774 A+, 1686496 A+, 1696930 A+, 1696996 A+, 1697275 A+, 1697706 A+, 1698320 A+, 1699218 A+, 1699237 A+, 1699359 A+, 1699370 A+, 1699375 A+, 1699380 A+, 1699382 A+, 1699408 A+, 1699428 A+, 1699450 A+, 1699458 A+, 1699464 A+, 1699679 A+, 1700802 A+, 1701235 A+, 1702772 A+, 1704653 A+, 1805793 A+, 1806494 A+, 1826586 A+, 1837884 A+, 1884451 A+, 1884494 A+, 1890910 A+, 1890914 A+, 1890920 A+, 1890927 A+, 1890928 A+, 1890934 A+, 1890940 A+, 1890950 A+, 1890969 A+, 1890998 A+, 1891024 A+, 1891027 A+, 1891032 A+, 1891037 A+, 1891046 A+, 1891058 A+, 1891081 A+, 1891098 A+, 1891116 A+, 1891143 A+, 1891151 A+, 1891165 A+, 1891197 A+, 1891206 A+, 1891230 A+, 1891238 A+, 1891249 A+, 1891280 A+, 1891297 A+, 1891316 A+, 1891332 A+, 1891337 A+, 2128147 A+, 2156353 A+, 2170717 A+, 2190118 A+, 2205176 A+, 2260031 A+, 2279697 A+, 2296982 A+, 2296994 A+, 2297004 A+, 2297006 A+, 2297008 A+, 2297018 A+, 2297025 A+, 2297044 A+, 2297052 A+, 2297123 A+, 2371005 A+, 2497283 A+, 2537443 A+, 2552250 A+, 2552259 A+, 2552272 A+, 2552304 A+, 2552309 A+, 2552339 A+, 2552346 A+, 2552524 A+, 2555706 A+, 2581582 A+, 2752332 A+, 2762600 A+, 2762603 A+, 2762614 A+, 2763146 A+, 2788505 A+, 2788581 A+, 2848962 A+, 2910003 A+, 2914434 A+, 2914478 A+, 2914569 A+, 2914622 A+, 2914658 A+, 37584 A+, 487594 A+, 645418 A+, 661000 A+, 661434 A+, 661661 A+, 662067 A+, 675103 A+, 705521 A+, 803233 A+, 804514 A+, 834179 A+, 834180 A+, 834449 A+, 840482 A+, 845369 A+, 1427180 A++, 1564707 A++, 1682109 A++, 1699386 A++, 1699410 A++, 1870476 A++, 1891265 A++, 487588 A++, 675110 A++, 840805 A++, 1427989 A++, 1428089 A++, 1683144 A++, 1699343 A++, 1699350 A++, 1891283 A++, 1891293 A++, 1891304 A++, 2296999 A++, 2297243 A++, 2297261 A++, 2552342 A++, 487582 A++, 487585 A++, 1000459 A+++, 1102295 A+++, 1102305 A+++, 1102310 A+++, 1102320 A+++, 1102326 A+++, 1102340 A+++, 1102351 A+++, 1102366 A+++, 1102367 A+++, 1102381 A+++, 1102383 A+++, 1102385 A+++, 1102393 A+++, 1102401 A+++, 1102407 A+++, 1102412 A+++, 1102413 A+++, 1102417 A+++, 1102423 A+++, 1102425 A+++, 1102427 A+++, 1102434 A+++, 1102451 A+++, 1102454 A+++, 1102460 A+++, 1102472 A+++, 1102482 A+++, 1102602 A+++, 1102639 A+++, 805015 A+++, 825419 A+++, 834146 A+++, 834288 A+++, 852810 A+++, 1102314 A++++, 1102338 A++++, 1102386 A++++
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Automatic Mining of ENzyme DAta
Rattus norvegicus Sprague-Dawley
Sprague-Dawley
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Manually annotated by BRENDA team
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
shrimp
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Automatic Mining of ENzyme DAta
squirrel
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
trout
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
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Automatic Mining of ENzyme DAta
yeasts
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Automatic Mining of ENzyme DAta
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
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Fas2 KO strains are unable to form normal biofilms and are more efficiently killed by murine-like macrophages, J774.16, than the wild type, heterozygous and reconstituted strains, Fas2 KO strains are hypersensitive to human serum, and inhibition of Fas2 in wild type Candida parapsilosis by cerulenin significantly decreases fungal growth in human serum
metabolism
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FASII supplies the C8 substrate for lipoic acid synthesis
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + 7 malonyl-CoA + 14 NADPH + 14 H+
palmitate + 8 CoA + 7 CO2 + 14 NADP+ + 6 H2O
show the reaction diagram
acetyl-CoA + malonyl-CoA + NADH
palmitate + CoA + CO2 + NAD+
show the reaction diagram
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?
additional information
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
acetyl-CoA + 7 malonyl-CoA + 14 NADPH + 14 H+
palmitate + 8 CoA + 7 CO2 + 14 NADP+ + 6 H2O
show the reaction diagram
additional information
?
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enzyme generated signals are needed to support preadipocyte differentiation
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4'-phosphopantetheine
NADH
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requirement, 10% as effective as NADPH
additional information
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+)-catechin
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50% inhibition of overall enzyme reaction at 1.6 mM, 50% inhibition of ketoacyl reduction reaction at 7.4 mM
(+-)-taxifolin
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50% inhibition at 0.041163 mM
(-)-catechin gallate
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50% inhibition at 0.0015 mg/ml, B ring, C ring and gallate ring of inhibitor react with acyl transferase domain
(-)-epicatechin
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50% inhibition of overall enzyme reaction at 3.8 mM, 50% inhibition of ketoacyl reduction reaction at 9.38 mM
(-)-epicatechin gallate
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50% inhibition of overall enzyme reaction at 0.042 mM, 50% inhibition of ketoacyl reduction reaction at 0.068 mM, two-step inhibition mechanism with reversible initial inhibition and irreversible subsequent inactivation
(-)-epigallocatechin gallate
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0.5 mM, 20% residual activity, 50% inhibition of overall enzyme reaction at 0.052 mM, 50% inhibition of ketoacyl reduction reaction at 0.1 mM
(10E,12Z)-octadec-10,12-dienoic acid
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more potent inhibitor than (9Z,11E)-octadec-9,11-dienoic acid
(9Z,11E)-octadec-9,11-dienoic acid
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1,1'-[methanediylbis(2,4,6-trihydroxy-5-methylbenzene-3,1-diyl)]dibutan-1-one
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IC50: 0.0254 mM
1,2,3,4,6-penta-O-galloyl-beta-D-glucose
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compound is transported across cancer cell membrane to further down-regulate FAS and activate caspase-3 in MDA-MB-231 cells. Compared with other FAS inhibitors, including catechin gallate and morin, 1,2,3,4,6-penta-O-galloyl-beta-D-glucose involves a higher reversible fast-binding inhibition with an irreversible slow-binding inhibition, i.e. saturation kinetics with a dissociation constant of 0.59 microM and a limiting rate constant of 0.16 per min. The major reacting site of PGG is on the beta-ketoacyl reduction domain of FAS. Compound exhibits different types of inhibitions against the three substrates in the FAS overall reaction
1,3-Dibromo-2-propanone
1-(2,6-dihydroxy-4-methoxy-3-methylphenyl)butan-1-one
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IC50: 0.0491 mM
2,2'-methanediylbis(3,5-dihydroxy-4,4-dimethyl-6-propanoylcyclohexa-2,5-dien-1-one)
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IC50: 0.0602 mM
2,3-Butanedione
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2,3-trans-octenoyl-CoA
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competitively inhibits malonyl-transferase reaction
2-(3-butanoyl-2,4,6-trihydroxy-5-methylbenzyl)-3,5-dihydroxy-4,4-dimethyl-6-propanoylcyclohexa-2,5-dien-1-one
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IC50: 0.0231 mM
2-acetyl-6-(3-butanoyl-2,4,6-trihydroxy-5-methylbenzyl)-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
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IC50: 0.0287 mM
2-acetyl-6-(3-butanoyl-2,4,6-trihydroxybenzyl)-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
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IC50: 0.0297 mM
2-acetyl-6-[(2,4-dihydroxy-3,3-dimethyl-6-oxo-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
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IC50: 0.0717 mM
2-acetyl-6-{3-butanoyl-5-[(2,4-dihydroxy-3,3-dimethyl-6-oxo-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]-2,4,6-trihydroxybenzyl}-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
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IC50: 0.031 mM
2-butanoyl-6-(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylbenzyl)-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
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IC50: 0.0326 mM
2-butanoyl-6-[(2,4-dihydroxy-3,3-dimethyl-6-oxo-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
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IC50: 0.0561 mM
2-[(Z)-[2-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]hydrazinylidene]methyl]pyridine
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good inhibition activity against two enzyme overexpressing cancer cell lines. IC50 value for MDA-MB-468 cell 0.0083 mM, for SW-480 cell 0.0015 mM
3,4-dihydroxybenzoic acid
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50% inhibition of overall enzyme reaction at 9.0 mM, 50% inhibition of ketoacyl reduction reaction at 30 mM
3-oxooctanoyl-CoA
-
competitively inhibits malonyl-transferase reaction
4',6,7-trihydroxylisoflavone
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IC50: 0.0295 mM
5-chloropyrazinamide
-
IC50: 0.151 mM
adriamycin
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cytotoxic activity against cancer cells, IC50 value for MCF-7 cell 0.0035 mM, for A-549 cell 0.0018 mM, for HL-60 cell 0.0008 mM
apigenin
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IC50: 0.0176 mM
aryl-acyl-beta-alanyl NADP+
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inhibits beta-ketoacyl-reductase
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avicularin
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IC50: 0.00615 mM
baicalein
-
50% inhibition at 0.11169 mM
Benzamide
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100 mM, 15% inhibition
catechin gallate
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very potent inhibitor, acts mainly on an acyl transferase domain. IC50 of 0.0015 mg/ml
catechol
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50% inhibition of overall enzyme reaction at 7.4 mM, 50% inhibition of ketoacyl reduction reaction at 21 mM
cerulenin
Chloroacetyl-CoA
-
-
CoA
-
competitive inhibition
crotonyl-CoA
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dehydrase activity
daidzein
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IC50: 0.0732 mM
diisopropylfluorophosphate
dutasteride
-
at clinically relevant levels, inhibits FASN mRNA, protein expression and enzymatic activity in prostate cancer cells
epigallocatechin-3-gallate
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fisetin
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50% inhibition at 0.01877 mM
galangin
gallic acid
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50% inhibition of overall enzyme reaction at 21 mM, 50% inhibition of ketoacyl reduction reaction at 26 mM
genistein
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0.0287 mM
ginkgolic acid C15:1
ginkgolic acid C17:1
ginkgolic acid C17:2
grape skin extract
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inhibits the overall reaction and beta-ketoacyl reductase reaction of FAS with IC50 values of 4.61 microg/ml and 20.3 microg/ml, respectively. Inhibits the overall reaction of FAS competitively with acetyl-CoA, noncompetitively with malonyl-CoA and in a mixed manner with NADPH
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hesperetin
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50% inhibition at 0.06886 mM
hyperoside
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IC50: 0.0746 mM
iodoacetamide
iso-liquiritigenin
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IC50: 0.0088 mM
isoquercitrin
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IC50: 0.108 mM
kaempferol
long-chain acyl-CoA
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malonyl-transferase reaction
luteolin
Malonyl pantetheine
-
malonyl-transferase reaction
malonyl-CoA
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competitive, malonyl-transferase reaction
morin
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50% inhibition at 0.00233 mM
myricetin
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50% inhibition at 0.02718 mM
N-ethylmaleimide
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inhibition of elongation process and malonyl transfer at 10 mM
nordihydroguaiaretic acid
-
inhibits competitively with respect to acetyl-CoA, noncompetitively with respect to malonyl-CoA, and in a mixed manner with respect toNADPH.IC50 = 0.093 mM
Octanoyl-CoA
-
competitively inhibits malonyl-transferase reaction
Phenylglyoxal
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phloretin
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0.0261 mM
procyanidin
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procyanidins isolated from seeds of Hippophae rhamnoides inhibits the activity of FAS and reduces MDA-MB-231 cell viability with an IC50 value of 37.5 microg/ml. Procyanidins induce MDA-MB-231 cell apoptosis
propyl gallate
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50% inhibition of overall enzyme reaction at 0.5 mM, 50% inhibition of ketoacyl reduction reaction at 1.4 mM
propyl p-hydroxylbenzoate
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50% inhibition of overall enzyme reaction at 1.1 mM, 50% inhibition of ketoacyl reduction reaction at 2.6 mM
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Pyrazinamide
-
IC50: 8.9 mM
pyridoxal 5'-phosphate
quercetin
quercitrin
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IC50: 0.0456 mM
resveratrol
S-(4-Bromo-2,3-dioxobutyl)-CoA
sodium dodecylsulfate
-
causes conformational changes at higher concentrations
tetrahydrolipstatin
-
i.e. orlistat
trans-4-carboxy-5-octyl-3-methylenebutyrolactone
-
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triclosan
Zn2+
-
80% loss of activity at 0.008 mM, interacts with SH groups, substrates of the reaction protect, malonyl-CoA being the most effective, addition of dithiothreitol leads to a recovery of 70% enzyme activity; below 0.004 mM, rapid and irreversible inactivation, above 0.004 mM, cross-linking of enzyme involving phosphopantheine SH group. All three substrates, acetyl-CoA, malonyl-CoA, NADPH, protect. Renaturation by dithiothreitol
additional information
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0005 - 0.008
acetyl-CoA
0.001 - 0.1
malonyl-CoA
0.121
NADH
-
wild-type, enoylreductase activity
0.0041 - 2.7
NADPH
additional information
additional information
-
Km-values for various partial activities of fatty acid synthetase
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0317 - 2.7
acetyl-CoA
0.0002 - 2.7
malonyl-CoA
0.12 - 1.1
NADH
1.1 - 73
NADPH
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.055 - 0.059
5-chloropyrazinamide
-
37C, pH 7.4
0.0012 - 0.0098
luteolin
1.04
Malonyl pantetheine
-
-
0.00205 - 0.00357
morin
2.6
Pyrazinamide
-
37C, pH 7.4
0.00183 - 0.00301
quercetin
0.14
sodium dodecylsulfate
-
-
0.02053 - 0.094
taxifolin
210 - 580
Urea
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0254
1,1'-[methanediylbis(2,4,6-trihydroxy-5-methylbenzene-3,1-diyl)]dibutan-1-one
Gallus gallus
-
IC50: 0.0254 mM
0.0016
1,2,3,4,6-penta-O-galloyl-beta-D-glucose
Homo sapiens
-
37C, pH not specified in the publication
0.0491
1-(2,6-dihydroxy-4-methoxy-3-methylphenyl)butan-1-one
Gallus gallus
-
IC50: 0.0491 mM
0.0602
2,2'-methanediylbis(3,5-dihydroxy-4,4-dimethyl-6-propanoylcyclohexa-2,5-dien-1-one)
Gallus gallus
-
IC50: 0.0602 mM
0.0231
2-(3-butanoyl-2,4,6-trihydroxy-5-methylbenzyl)-3,5-dihydroxy-4,4-dimethyl-6-propanoylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.0231 mM
0.0287
2-acetyl-6-(3-butanoyl-2,4,6-trihydroxy-5-methylbenzyl)-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.0287 mM
0.0297
2-acetyl-6-(3-butanoyl-2,4,6-trihydroxybenzyl)-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.0297 mM
0.0717
2-acetyl-6-[(2,4-dihydroxy-3,3-dimethyl-6-oxo-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.0717 mM
0.031
2-acetyl-6-{3-butanoyl-5-[(2,4-dihydroxy-3,3-dimethyl-6-oxo-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]-2,4,6-trihydroxybenzyl}-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.031 mM
0.0326
2-butanoyl-6-(3-butanoyl-2,6-dihydroxy-4-methoxy-5-methylbenzyl)-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.0326 mM
0.0561
2-butanoyl-6-[(2,4-dihydroxy-3,3-dimethyl-6-oxo-5-propanoylcyclohexa-1,4-dien-1-yl)methyl]-3,5-dihydroxy-4,4-dimethylcyclohexa-2,5-dien-1-one
Gallus gallus
-
IC50: 0.0561 mM
0.0127
2-[(Z)-[2-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]hydrazinylidene]methyl]pyridine
Homo sapiens
-
pH not specified in the publication, temperature not specified in the publication
0.0295
4',6,7-trihydroxylisoflavone
Anas platyrhynchos
-
IC50: 0.0295 mM
0.151
5-chloropyrazinamide
Mycobacterium tuberculosis
-
IC50: 0.151 mM
0.0176
apigenin
Anas platyrhynchos
-
IC50: 0.0176 mM
0.00615
avicularin
Anas platyrhynchos
-
IC50: 0.00615 mM
0.013
cerulenin
Gallus gallus
-
pH 7.0, 37C
0.0732
daidzein
Anas platyrhynchos
-
IC50: 0.0732 mM
0.017
ginkgolic acid C15:1
Gallus gallus
-
pH 7.0, 37C
0.01
ginkgolic acid C17:1
Gallus gallus
-
pH 7.0, 37C
0.009
ginkgolic acid C17:2
Gallus gallus
-
pH 7.0, 37C
0.0746
hyperoside
Anas platyrhynchos
-
IC50: 0.0746 mM
0.0088
iso-liquiritigenin
Anas platyrhynchos
-
IC50: 0.0088 mM
0.108
isoquercitrin
Anas platyrhynchos
-
IC50: 0.108 mM
0.062
luteolin
Gallus gallus
-
pH 7.0, 37C
0.093
nordihydroguaiaretic acid
Anas platyrhynchos
-
inhibits competitively with respect to acetyl-CoA, noncompetitively with respect to malonyl-CoA, and in a mixed manner with respect toNADPH.IC50 = 0.093 mM
8.9
Pyrazinamide
Mycobacterium tuberculosis
-
IC50: 8.9 mM
0.0456
quercitrin
Anas platyrhynchos
-
IC50: 0.0456 mM
0.0085
resveratrol
Anas platyrhynchos
-
IC50: 0.0085 mM
additional information
grape skin extract
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.015
-
for malonyl-CoA, R606A mutant
0.078 - 0.1
-
palmitate
0.14 - 0.16
-
-
0.154
-
for malonyl-CoA, R606K mutant
0.6
-
NADPH
1.12 - 1.4
-
NADPH, 30C
1.13 - 2.77
-
various tagged wild-type enzyme
1.2 - 1.6
-
NADPH
1.3
-
NADPH
1.61
-
for malonyl-CoA, wild-type enzyme
2.049
-
wild-type enzyme, activity in mutants is less than 0.5%
2.6
-
NADPH
2.68
-
for acetyl-CoA, wild-type enzyme
4.53
-
for acetyl-CoA, R606K mutant
17.8
-
for acetyl-CoA, R606A mutant
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.5 - 6.7
-
-
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
animal
-
-
Automatic Mining of ENzyme DAta
plant
-
-
Automatic Mining of ENzyme DAta
-
FAS is overexpressed significantly in pathologic and normal mucosa of patients with ulcerative colitis, mainly in the acute phase
Manually annotated by BRENDA team
animal
-
-
Automatic Mining of ENzyme DAta
-
oral squamous carcinoma cell lines SCC-4, SCC-9, SCC-15, SCC-25, differential expression of enzyme being highest in SCC-9 followed by SCC-25
Manually annotated by BRENDA team
-
at clinically relevant levels, inhibits FASN mRNA, protein expression and enzymatic activity in prostate cancer cells
Manually annotated by BRENDA team
plant
-
-
Automatic Mining of ENzyme DAta