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2.3.1.180: beta-ketoacyl-[acyl-carrier-protein] synthase III

This is an abbreviated version!
For detailed information about beta-ketoacyl-[acyl-carrier-protein] synthase III, go to the full flat file.

Word Map on EC 2.3.1.180

Reaction

acetyl-CoA
+
a malonyl-[acyl-carrier protein]
=
an acetoacetyl-[acyl-carrier protein]
+
CoA
+
CO2

Synonyms

3-ketoacyl ACP synthase III, 3-ketoacyl acyl carrier protein synthase III, 3-ketoacyl carrier protein synthase III, 3-ketoacyl-(acyl carrier protein) synthase IIIA, 3-ketoacyl-(acyl carrier protein) synthase IIIB, 3-ketoacyl-ACP synthase III, 3-ketoacyl-acyl carrier protein synthase III, 3-ketoacyl-acyl-carrier protein synthase III, 3-oxoacyl-ACP synthase III, 3-oxoacyl-acyl carrier protein synthase III, 3-oxoacyl-[acyl-carrier-protein] synthase III, 3-oxoacyl:ACP synthase III, AbyA1, acetoacetyl-ACP synthase, acetyl-CoA:ACP transacylase, acetyl-CoA:malonyl-[acyl-carrier-protein] C-acyltransferase, ACO synthase III, ACP synthase III, AknE2, AlnI, AsuC3, AsuC4, AviN, BenQ, beta-ketoacyl (acyl carrier protein) synthase III, beta-ketoacyl acyl carrier protein synthase III, beta-ketoacyl acyl-carrier protein synthase III, beta-ketoacyl-(ACP) synthase III, beta-ketoacyl-(acyl-carrier-protein) synthase III, beta-ketoacyl-ACP III, beta-ketoacyl-ACP synthase, beta-ketoacyl-ACP synthase III, beta-ketoacyl-ACP synthase III-like protein, beta-ketoacyl-ACP-synthase III, beta-ketoacyl-acyl carrier protein (ACP) synthase III, beta-ketoacyl-acyl carrier protein synthase III, beta-ketoacyl-acyl carrier protein synthase-III, beta-ketoacyl-[acyl-carrier protein (ACP)] synthase III, beta-ketoacyl-[acyl-carrier-protein] synthase III, beta-ketoacyl:acyl carrier protein synthase III, beta-ketoacylacylcarrier protein synthase III, beta-ketobutyryl-ACP synthase, BomK, CalO4, CerJ, ChlB3, ChlB6, CorB, DarB, DpsC, ecFabH, ecKAS III, efFabH, EsmD1, EvrI, FabH, FabH1, FabH2, FabH3, FabHA, FabHB, fatty acid biosynthesis, enzyme H, fatty acid synthase type II condensing enzyme, FdmS, FrenI/FrnI, HedS, hiFabH, initiation ketosynthase, JcKAS III, KAS III, KAS III-like protein, KAS IIIA, KAS IIIB, KAS-III, KAS3a, KAS3b, KASIII, KijB, LstA, LstAB, LstB, mtFabH, MxnB, nmFabH, NphT7, NzsF, paFabH, PpyS, PqsBC, PqsD, PtmR, RedP, RevR, RkD, saFabH, SalQ/Orf12, short-chain condensing enzyme, spFabH, spyFabH, SsfN, TcsB, ThgI, TiaF, Tmn15, [acyl-carrier-protein] synthase III

ECTree

     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.180 beta-ketoacyl-[acyl-carrier-protein] synthase III

Substrates Products

Substrates Products on EC 2.3.1.180 - beta-ketoacyl-[acyl-carrier-protein] synthase III

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2E)-oct-2-enethioyl-CoA + (3S,5Z,8Z)-3-hydroxytetradeca-5,8-dienoyl-CoA
(3S,5S,7Z,10Z)-2-hexyl-3,5-dihydroxyhexadeca-7,10-dienoic acid + ?
show the reaction diagram
-
-
-
-
?
2-methylbutyryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-4-methyl-hexanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
2-methylbutyryl-CoA is the preferred primer substrate of isozyme FabH1
-
-
?
2-methylbutyryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-4-methylhexanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
2-methylcrotonyl-CoA + malonyl-[acyl-carrier protein]
(4E)-4-methylhex-4-enoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
-
-
-
?
3-oxoacyl-ACP + acetyl-CoA
acetyl-ACP + 3-ketoacyl-CoA
show the reaction diagram
-
-
-
-
?
acetoacetyl-ACP + acetyl-CoA
acetyl-ACP + acetoacetyl-CoA
show the reaction diagram
-
-
-
-
?
acetyl-CoA + a malonyl-[acyl-carrier protein]
an acetoacetyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
acetyl-CoA + ACP
acetyl-ACP + CoA
show the reaction diagram
acetyl-CoA:ACP transacylase activity
-
-
?
acetyl-CoA + malonyl-ACP
acetoacetyl-ACP + CoA + CO2
show the reaction diagram
acetyl-CoA + malonyl-[acyl-carrier protein]
3-oxobutanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
acetyl-CoA + malonyl-[acyl-carrier protein]
acetoacetyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
acetyl-CoA + [acyl-carrier protein]
acetyl-[acyl-carrier protein] + CoA
show the reaction diagram
the enzyme also shows acetyltransferase activity
-
-
?
acyl-CoA + malonyl-[acyl-carrier protein]
acetoacyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
arachidoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-docosanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
low activity
-
-
?
butanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxohexanoyl-[acyl-carrier-protein] + CoA + CO2
show the reaction diagram
butyryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-hexanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
butyryl-CoA + malonyl-[acyl-carrier protein]
3-oxohexanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) (2E)-2,4-dimethylpent-2-enethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl (3E)-3,5-dimethylhex-3-enoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
44% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) 2-hydroxy-6-methylbenzene-1-carbothioate
7-deoxy-7-demethylpactamycin + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
100% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) 2-methylbutanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl 2-methylbutanoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
20% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) 2-methylpropanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl 2-methylpropanoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
83% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) 3-aminobenzene-1-carbothioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl 3-aminobenzoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
17% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) 3-methylbutanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl 3-methylbutanoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
61% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) 4-chlorobutanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl 4-chlorobutanoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
100% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) benzenecarbothioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl benzoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
43% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) butanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl butanoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
91% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) cycloheptanecarbothioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl cycloheptanecarboxylate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
87% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) cyclohexanecarbothioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl cyclohexanecarboxylate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
57% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) ethanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl acetate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
71% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) phenylethanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl phenylacetate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
95% conversion
-
-
?
de-(6-methylsalicylyl)-7-deoxy-7-demethylpactamycin + S-(2-acetamidoethyl) propanethioate
[(1S,2R,3S,4S,5S)-5-(3-acetylanilino)-4-amino-3-[(dimethylcarbamoyl)amino]-1,2-dihydroxy-2,3-dimethylcyclopentyl]methyl propanoate + N-(2-sulfanylethyl)acetamide
show the reaction diagram
-
87% conversion
-
-
?
de-6-methylsalicylyl-7-deoxypactamycin + 6-methylsalicylyl N-acetylcysteamine thioester
?
show the reaction diagram
-
-
-
-
?
de-6-methylsalicylyl-pactamycate + 6-methylsalicylyl N-acetylcysteamine thioester
?
show the reaction diagram
-
-
-
-
?
decanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-lauroyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
-
-
-
?
heptanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-nonanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
hexanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-octanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
isobutyryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-4-methyl-pentanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
isobutyryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-4-methylpentanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
-
-
?
isovaleryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-5-methyl-hexanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
isovaleryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-5-methylhexanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
-
-
?
lauroyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-myristoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
malonyl-ACP + acetyl-CoA
CO2 + CoA + acetoacetyl-ACP
show the reaction diagram
malonyl-ACP + acyl-CoA
3-oxoacyl-ACP + CoA + CO2
show the reaction diagram
specificity for branched acyl-CoA substrate
-
-
?
malonyl-ACP + acyl-CoA
CO2 + CoA + ?
show the reaction diagram
-
-
-
?
myristoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-palmitoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
octanoyl-CoA + (3S,5Z,8Z)-3-hydroxytetradeca-5,8-dienoyl-CoA
(5S,7Z,10Z)-2-hexyl-5-hydroxy-3-oxohexadeca-7,10-dienoic acid + ?
show the reaction diagram
-
-
-
-
?
octanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-decanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
octanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxodecanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
palmitoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-stearoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
propanoyl-CoA + malonyl-[acyl-carrier protein]
3-oxopentanoyl-[acyl-carrier-protein] + CoA + CO2
show the reaction diagram
-
-
-
?
propionyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-valeryl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
stearoyl-CoA + malonyl-[acyl-carrier protein]
3-oxo-arachidoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
low activity
-
-
?
valeryl-CoA + malonyl-[acyl-carrier protein]
3-oxo-heptanoyl-[acyl-carrier protein] + CoA + CO2
show the reaction diagram
-
-
-
-
?
valeryl-CoA + malonyl-[acyl-carrier protein]
3-oxoheptanoyl-[acyl-carrier-protein] + CoA + CO2
show the reaction diagram
-
-
-
?
[PtmQ]-S-methyl 2-methylbenzene-1-carbothioate + de-6-methylsalicylyl-pactamycin
pactamycin + ?
show the reaction diagram
-
-
-
-
?
additional information
?
-