2.3.1.165: 6-methylsalicylic-acid synthase
This is an abbreviated version!
For detailed information about 6-methylsalicylic-acid synthase, go to the full flat file.
Word Map on EC 2.3.1.165
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2.3.1.165
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metropolitan
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myositis-specific
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autoantibodies
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myositis
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dermatomyositis
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services
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myopathy
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census
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savings
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subscale
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polymyositis
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anti-srp
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anti-mi-2
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medicare
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anti-jo-1
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patulum
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myositis-associated
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anti-mda5
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anti-tif1
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mda5
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microtubule-stabilizing
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payment
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amyopathic
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anti-signal
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poverty
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fusimotor
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cronbach
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residue-residue
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ketoreductase
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financing
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epothilone
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anti-synthetase
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alpha-chloralose
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beneficiaries
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anti-hmgcr
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food industry
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biotechnology
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synthesis
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medicine
- 2.3.1.165
-
metropolitan
-
myositis-specific
- autoantibodies
- myositis
- dermatomyositis
-
services
- myopathy
-
census
-
savings
-
subscale
- polymyositis
-
anti-srp
-
anti-mi-2
-
medicare
-
anti-jo-1
- patulum
-
myositis-associated
-
anti-mda5
-
anti-tif1
- mda5
-
microtubule-stabilizing
-
payment
-
amyopathic
-
anti-signal
-
poverty
-
fusimotor
-
cronbach
-
residue-residue
- ketoreductase
-
financing
-
epothilone
-
anti-synthetase
-
alpha-chloralose
-
beneficiaries
-
anti-hmgcr
- food industry
- biotechnology
- synthesis
- medicine
Reaction
+ 3 malonyl-CoA + + = + 4 CoA + 3 CO2 + +
Synonyms
6-methylsalicylic acid synthase, 6-methylsalicylic acid synthetase, 6-methylsalicylic-acid synthase, 6-MSA, 6-MSA synthase, 6-MSAS, aomsas, ASPAC_1904397, ASPNIDRAFT_44965, ATX, ChlB1, iPKS, iterative type I polyketide synthase, methylsalicylic acid synthase, MSAS, Pks2, PKS48, YanA
ECTree
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Substrates Products
Substrates Products on EC 2.3.1.165 - 6-methylsalicylic-acid synthase
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REACTION DIAGRAM
acetoacetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methyl triacetic acid lactone + CoA + NADP+
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acetoacetyl-CoA + malonyl-CoA
6-methyl triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
acetyl-CoA + malonyl-CoA + NADPH + H+
6-methylsalicylate + CoA + CO2 + NADP+ + H2O
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?
butyryl-CoA + malonyl-CoA
6-propyl triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
crotonyl-CoA + malonyl-CoA
6-(2-propene) triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
heptanoyl-CoA + malonyl-CoA
6-hexyl triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
hexanoyl-CoA + malonyl-CoA
6-pentyl triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
propionyl-CoA + malonyl-CoA
6-ethyl triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
valeryl-CoA + malonyl-CoA
6-butyl triacetic acid lactone + CoA
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5% of the rate of 6-methylsalicylic acid synthesis
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?
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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acetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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acetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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acetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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?
acetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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ATX by itself can synthesize tetraketide and release 6-methylsalicylate as the free acid without involvement of serine protease-type thioesterase, the product 6-methylsalicylate is retained on the acyl-carrier-protein until its release from ATX, product-releasing mechanism, overview
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acetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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?
acetyl-CoA + 3 malonyl-CoA + NADPH + H+
6-methylsalicylate + 4 CoA + 3 CO2 + NADP+ + H2O
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?
acetyl-CoA + malonyl-CoA
triacetic lactone
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exclusive product in the absence of NADPH, 5:1 ratio of 6-methylsalicylic acid to triacetic acid lactone at 0.0005 mM NADPH, less than 1% triacetic acid lactone at 0.012 mM NADPH
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?
acetyl-CoA + malonyl-CoA
triacetic lactone
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exclusive product in the absence of NADPH, 5:1 ratio of 6-methylsalicylic acid to triacetic acid lactone at 0.0005 mM NADPH, less than 1% triacetic acid lactone at 0.012 mM NADPH
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?
6-methylsalicylate + CoA + CO2 + NADP+
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acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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ir
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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first enzyme of patulin biosynthetic pathway
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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first enzyme of patulin biosynthetic pathway
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?
acetyl-CoA + malonyl-CoA + NADPH
6-methylsalicylate + CoA + CO2 + NADP+
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acetyl-CoA + pantetheine
acetyl pantetheine + CoA
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6-ethylsalicylate + CoA + CO2 + NADP+
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propionyl-CoA + malonyl-CoA + NADPH
6-ethylsalicylate + CoA + CO2 + NADP+
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propionyl pantetheine + CoA
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13 times slower rate compared to acetyl-CoA
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propionyl-CoA + pantetheine
propionyl pantetheine + CoA
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13 times slower rate compared to acetyl-CoA
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?
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the truncated enzyme, THID mutant, hydrolyzes the model substrate 6-methylsalicylic acid-N-acetylcysteamine
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additional information
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no enzymatic dehydration takes place at a triketide stage of 6-MSA assembly, so loss of water must occur at the tetraketide stage. The enzyme is able to accept malonate surrogates of different chain lengths and bearing various functionalities (including alkyne and fluorine moieties) at different positions and for every round of chain extension, and also to generate novel pentaketide products
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