Literature summary for 2.3.1.166 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.

Search for more literature for 2.3.1.166

Cloned(Commentary)

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

Protein Variants

Protein Variants	Comment	Organism
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]

KM Value [mM]	KM Value Maximum [mM]	Substrate	Comment	Organism
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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]

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

Organism

Organism	UniProt	Comment	Textmining
Taxus cuspidata	Q9FPW3	-	-

Purification (Commentary)

Purification (Comment)	Organism
-	Taxus cuspidata

Substrates and Products (Substrate)

Substrates	Comment Substrates	Organism	Products	Comment (Products)	Rev.
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
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 + ?	-	?
benzoyl-CoA + [13-3H]-7,13-O,O-diacetyl-2-O-debenzoylbaccatin III	-	Taxus cuspidata	CoA + ?	-	?

Synonyms

Synonyms	Comment	Organism
2-O-benzoyltransferase	-	Taxus cuspidata
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
TBT	-	Taxus cuspidata

Turnover Number [1/s]

Turnover Number Minimum [1/s]	Turnover Number Maximum [1/s]	Substrate	Comment	Organism
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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]

kcat/KM Value [1/mMs^-1]	kcat/KM Value Maximum [1/mMs^-1]	Substrate	Comment	Organism
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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