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Literature summary extracted from

  • Nawarathne, I.N.; Walker, K.D.
    Point mutations (Q19P and N23K) increase the operational solubility of a 2alpha-O-benzoyltransferase that conveys various acyl groups from CoA to a taxane acceptor (2010), J. Nat. Prod., 73, 151-159.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.166 expressed as wild type and mutant protein in Escherichia coli Taxus cuspidata

Protein Variants

EC Number Protein Variants Comment Organism
2.3.1.166 Q19P/N23K enzyme with this mutations, named mTBT, partitions into the soluble (active) enzyme fraction about 5fold greater than the wild-type enzyme Taxus cuspidata

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.166 0.0064
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-3-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.012
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-methylbenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.042
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-chlorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.042
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl hexanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.045
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-2-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.049
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl (2E)-but-2-enoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.055
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-methylpropanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.057
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl butanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.11
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.12
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.12
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl propanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.12
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-2-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.17
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.18
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-3-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.27
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 3-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.37
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 1,3-thiazole-5-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.51
-
 (2alpha,5beta,7beta,10beta,13alpha)-1-hydroxy-9-oxo-5,20-epoxytax-11-ene-2,4,7,10,13-pentayl pentaacetate reaction was performed with mutant mTBT Taxus cuspidata

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.3.1.166 52000
-
 SDS-PAGE Taxus cuspidata

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.166 Taxus cuspidata Q9FPW3
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.3.1.166
-
 Taxus cuspidata

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-1-hydroxy-9-oxo-5,20-epoxytax-11-ene-2,4,7,10,13-pentayl pentaacetate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl (2E)-but-2-enoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 1,3-thiazole-5-carboxylate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-fluorobenzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-methylpropanoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 3-fluorobenzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 3-methylbenzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-chlorobenzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-fluorobenzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-methylbenzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl butanoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl cyclohexanecarboxylate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-2-carboxylate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-3-carboxylate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl hexanoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl propanoate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-2-carboxylate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-3-carboxylate
-
 Taxus cuspidata CoA + ?
-
 ?
2.3.1.166 benzoyl-CoA + [13-3H]-7,13-O,O-diacetyl-2-O-debenzoylbaccatin III
-
 Taxus cuspidata CoA + ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.166 2-O-benzoyltransferase
-
 Taxus cuspidata
2.3.1.166 mTBT mutant, which partitions into the soluble (active) enzyme fraction about 5fold greater than the wild-type enzyme and therefore allows enzymatical investigations Taxus cuspidata
2.3.1.166 TBT
-
 Taxus cuspidata

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
2.3.1.166 0.000004
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl cyclohexanecarboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00004
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 3-methylbenzoate
-
 Taxus cuspidata
2.3.1.166 0.00017
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl hexanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00023
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-3-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00027
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-chlorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00035
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-methylbenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00038
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-methylpropanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00125
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 3-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00127
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00183
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-2-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00217
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-2-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00217
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 1,3-thiazole-5-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00317
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00417
-
 (2alpha,5beta,7beta,10beta,13alpha)-1-hydroxy-9-oxo-5,20-epoxytax-11-ene-2,4,7,10,13-pentayl pentaacetate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00583
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl propanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.0085
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-3-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.01083
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.02
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl butanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.02833
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl (2E)-but-2-enoate reaction was performed with mutant mTBT Taxus cuspidata

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
2.3.1.166 0.00292
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-methylbenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00397
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl hexanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00463
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 3-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00586
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 1,3-thiazole-5-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00635
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-chlorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00697
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-methylpropanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.00818
-
 (2alpha,5beta,7beta,10beta,13alpha)-1-hydroxy-9-oxo-5,20-epoxytax-11-ene-2,4,7,10,13-pentayl pentaacetate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.01056
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 4-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.01528
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-2-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.0288
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.03646
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl furan-3-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.04722
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-3-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.04815
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl thiophene-2-carboxylate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.04858
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl propanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.06371
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl 2-fluorobenzoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.3509
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl butanoate reaction was performed with mutant mTBT Taxus cuspidata
2.3.1.166 0.5782
-
 (2alpha,5beta,7beta,10beta,13alpha)-4,7,10,13-tetrakis(acetyloxy)-1-hydroxy-9-oxo-5,20-epoxytax-11-en-2-yl (2E)-but-2-enoate reaction was performed with mutant mTBT Taxus cuspidata