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Literature summary for 2.3.1.220 extracted from

  • Nualkaew, N.; Morita, H.; Shimokawa, Y.; Kinjo, K.; Kushiro, T.; De-Eknamkul, W.; Ebizuka, Y.; Abe, I.
    Benzophenone synthase from Garcinia mangostana L. pericarps (2012), Phytochemistry, 77, 60-69.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
DNA and amin acid sequence determination and analysis, sequence comparison and phylogenetic tree Garcinia mangostana

Protein Variants

Protein Variants Comment Organism
A257G site-directed mutagenesis, altered substrate entrance in the active site structure compared to the wild-type enzyme. The mutant A257G gives similar enzyme products as the wild type with both benzoyl-CoA and 4-coumaroyl-CoA Garcinia mangostana
G339S site-directed mutagenesis, altered substrate entrance in the active site structure compared to the wild-type enzyme. The mutant G339S yields high amounts of both benzophenone and triketide lactone type with benzoyl-CoA but shows no activity for 4-coumaroyl-CoA Garcinia mangostana
G339V site-directed mutagenesis, altered substrate entrance in the active site structure compared to the wild-type enzyme. The mutant shows no activity with either benzoyl-CoA or 4-coumaroyl-CoA Garcinia mangostana
additional information homology model of wild-type GmBPS and GmBPS mutants A257G, T133L, G339V, and G339S, active-site architectures by surface models and substrate entrances, overview Garcinia mangostana
T133L site-directed mutagenesis, altered substrate entrance in the active site structure compared to the wild-type enzyme. With benzoyl-CoA as a starter, the T133L mutant yields triketide lactone as the major enzymatic product Garcinia mangostana

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00965
-
benzoyl-CoA pH 7.0, 30°C Garcinia mangostana
0.0164
-
malonyl-CoA pH 7.0, 30°C Garcinia mangostana

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
42700
-
xx * 42700, about, sequence calculation Garcinia mangostana

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3 malonyl-CoA + benzoyl-CoA Garcinia mangostana
-
4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
-
?

Organism

Organism UniProt Comment Textmining
Garcinia mangostana L7NCQ3
-
-

Source Tissue

Source Tissue Comment Organism Textmining
fruit
-
Garcinia mangostana
-
pericarp
-
Garcinia mangostana
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3 malonyl-CoA + benzoyl-CoA
-
Garcinia mangostana 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
-
?
3 malonyl-CoA + benzoyl-CoA a minor amount of tetraketide lactone and triketide lactone are also obtained Garcinia mangostana 4 CoA + 2,4,6-trihydroxybenzophenone + 3 CO2
-
?
additional information the recombinant enzyme produces 2,4,6-trihydroxybenzophenone as the predominant product with benzoyl CoA as substrate. It also accepts other substrates, such as other plant PKSs, and used 1-3 molecules of malonyl CoA to form various phloroglucinol-type and polyketide lactone-type compounds Garcinia mangostana ?
-
?

Subunits

Subunits Comment Organism
? xx * 42700, about, sequence calculation Garcinia mangostana

Synonyms

Synonyms Comment Organism
benzophenone synthase
-
Garcinia mangostana
BPS
-
Garcinia mangostana

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
-
Garcinia mangostana

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.0495
-
benzoyl-CoA pH 7.0, 30°C Garcinia mangostana
0.0582
-
malonyl-CoA pH 7.0, 30°C Garcinia mangostana

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5 7
-
Garcinia mangostana

pI Value

Organism Comment pI Value Maximum pI Value
Garcinia mangostana sequence calculation
-
5.97

General Information

General Information Comment Organism
evolution phylogenetic tree Garcinia mangostana
metabolism the enzyme catalyzes the formation of an intermediate, 2,4,6-trihydroxybenzophenone, in the biosynthetic pathway of alpha-mangostin Garcinia mangostana
additional information the catalytic triad is formed by Cys164, His303, and Asn336 Garcinia mangostana

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
3.55
-
malonyl-CoA pH 7.0, 30°C Garcinia mangostana
5.14
-
benzoyl-CoA pH 7.0, 30°C Garcinia mangostana