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Literature summary for 4.2.3.89 extracted from

  • Alquezar, B.; Rodriguez, A.; de la Pena, M.; Pena, L.
    Genomic analysis of terpene synthase family and functional characterization of seven sesquiterpene synthases from Citrus sinensis (2017), Front. Plant Sci., 8, 1481 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
gene CsSesquiTPS6b, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, the enzyme encoded by CsSesquiTPS6a produces exclusively beta-caryophyllene, while the enzyme encoded by CsSesquiTPS6b and CsSesquiTPS7 render higher amounts of beta-caryophyllene (about 73% or 75% of total, respectively) together with alpha-humulene (about 23% or 25% of total, respectively) Citrus sinensis
gene CsSesquiTPS6b, DNA and amino acid sequence determination and analysis, the enzyme encoded by CsSesquiTPS6a produces exclusively beta-caryophyllene, while the enzyme encoded by CsSesquiTPS6b and CsSesquiTPS7 render higher amounts of beta-caryophyllene (about 73% or 75% of total, respectively) together with alpha-humulene (about 23% or 25% of total, respectively) Citrus sinensis
gene CsSesquiTPS6c, DNA and amino acid sequence determination and analysis, the enzyme encoded by CsSesquiTPS6a produces exclusively beta-caryophyllene, while the enzyme encoded by CsSesquiTPS6b and CsSesquiTPS7 render higher amounts of beta-caryophyllene (about 73% or 75% of total, respectively) together with alpha-humulene (about 23% or 25% of total, respectively) Citrus sinensis

Protein Variants

Protein Variants Comment Organism
A256E site-directed mutagenesis of an alpha-helix residue disturbs the facing of the N-terminal loop Citrus sinensis
D319G site-directed mutagenesis, the mutation prevents the interaction of this residue with one of the Mg2+ atoms Citrus sinensis
E41D site-directed mutagenesis of an alpha-helix residue facing the N-terminal loop, the mutation can compensate the structural difference between enzymes CsSesquiTPS7 and CsSesquiTPS6b, both producing beta-caryophyllene and alpha-humulene Citrus sinensis
I260R site-directed mutagenesis of an alpha-helix residue disturbs the facing of the N-terminal loop Citrus sinensis
T44P site-directed mutagenesis of an alpha-helix residue facing the N-terminal loop, the mutation can compensate the structural difference between enzymes CsSesquiTPS7 and CsSesquiTPS6b, both producing beta-caryophyllene and alpha-humulene Citrus sinensis

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ required, interaction between Mg2+ atoms and binding residues, structure overview Citrus sinensis

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2E,6E)-farnesyl diphosphate Citrus sinensis
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(+)-beta-caryophyllene + diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Citrus sinensis A0A067G476 i.e. Citrus aurantium var. sinensis, pineapple sweet orange
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Citrus sinensis A0A290U6M8 i.e. Citrus aurantium var. sinensis, pineapple sweet orange
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Citrus sinensis A0A290U6M9 i.e. Citrus aurantium var. sinensis, pineapple sweet orange
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Source Tissue

Source Tissue Comment Organism Textmining
flower
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Citrus sinensis
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leaf
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Citrus sinensis
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additional information in orange tissues, the sesquiterpene profile is qualitatively rich. Overall, up to 25 sesquiterpenes are identified in total, overview. Small amounts of beta-caryophyllene are detected in all samples, while alpha-copaene, beta-elemene, alpha-humulene, and alpha-selinene are emitted by all tissues except young leaves. Beside this, each tissue shows a characteristic sesquiterpene emission profile. Major sesquiterpenes emitted by adult leaves are beta-elemene and beta-caryophyllene, while flowers emit nerolidol, absent from most tissues analyzed. In fruit tissues, valencene emission contributes greatly to total emitted volatiles, in much more extent in peel than in pulp Citrus sinensis
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additional information in orange tissues, the sesquiterpene profile is qualitatively rich. Overall, up to 25 sesquiterpenes are identified in total, overview. Small amounts of beta-caryophyllene are detected in all samples, while alpha-copaene, beta-elemene, alpha-humulene, and alpha-selinene are emitted by all tissues except young leaves. Beside this, each tissue shows a characteristic sesquiterpene emission profile. Major sesquiterpenes emitted by adult leaves are beta-elemene and beta-caryophyllene, while flowers emitt nerolidol, absent from most tissues analyzed. In fruit tissues, valencene emission contributes greatly to total emitted volatiles, in much more extent in peel than in pulp Citrus sinensis
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E,6E)-farnesyl diphosphate
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Citrus sinensis (+)-beta-caryophyllene + diphosphate
-
?
additional information GC-MS analysis is used for compound identification Citrus sinensis ?
-
?

Synonyms

Synonyms Comment Organism
beta-caryophyllene synthase
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Citrus sinensis
CsSesquiTPS6a
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Citrus sinensis
CsSesquiTPS6b
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Citrus sinensis
CsSesquiTPS6c
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Citrus sinensis
SQS6a
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Citrus sinensis
SQS6b
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Citrus sinensis
SQS7
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Citrus sinensis

General Information

General Information Comment Organism
evolution the enzyme belongs to the terpene synthase (TPS) family Citrus sinensis
additional information three-dimensional structure homology modelling using the crystal structure of the delta-cadinene synthase from Gossypium. The functional C-terminal domain consists of 14 alpha-helices forming a central cavity and the amino terminal domain formed by two 10 antiparallel alpha-helices. The aspartate-rich motifs DDXXD (located on helix-alpha-13) and NSE/DTE motif (located helix alpha-20) are both involved in binding a trio of divalent magnesium ions, co-orientated to the catalytic pocket Citrus sinensis
additional information three-dmensional structure homology modelling using the crystal structure of the delta-cadinene synthase from Gossypium. The functional C-terminal domain consists of 14 alpha-helices forming a central cavity and the amino terminal domain formed by two 10 antiparallel alpha-helices. The aspartate-rich motifs DDXXD (located on helix-alpha-13) and NSE/DTE motif (located helix alpha-20) are both involved in binding a trio of divalent magnesium ions, co-orientated to the catalytic pocket Citrus sinensis