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Literature summary extracted from

  • Liu, Q.; Hua, Y.
    Continuous synthesis of hexanal by immobilized hydroperoxide lyase in packed-bed reactor (2015), Bioprocess Biosyst. Eng., 38, 2439-2449 .
    View publication on PubMed

Application

EC Number Application Comment Organism
4.2.1.92 synthesis enzymatic synthesis of volatile C6 aldehydes (hexanal, 2(E)-hexenal and 3(Z)-hexenal) using lipoxygenase (LOX) and hydroperoxide lyase (HPL) as biocatalysts. C6 aldehydes are widely used in perfume and food industry, because they are important contributors to the distinctive scent of fresh fruits and vegetables Amaranthus tricolor

Protein Variants

EC Number Protein Variants Comment Organism
4.2.1.92 additional information enzyme immobilization for hexanal synthesis using partially purified enzyme and hydrogel particles from chitosan and kappa-carrageenan with glutaraldehyde-activated 1,6-hexamethylenediamine spacer arms (HMDA-CCH particles), the enzyme is bound with carbodiimide coupling, method optimization and evaluation, overview. Optimum reaction conditions include a (9Z,11E)-13-hydroperoxy-9,11-octadecadienoic acid (13-HPOD) concentration of 43.54 mM and a residence time of 60.99 min. The maximum hexanal concentration is 3.56 g/l when 16 U of immobilized HPL are used. The stability of immobilized HPL is significantly improved in the packed-bed reactor evidenced by the slowed enzyme inactivation and prolonged operation time. Productivity in the packed-bed reactor is 5.35 mg/U, highly increased activity compared to the batch stirred reactor Amaranthus tricolor

General Stability

EC Number General Stability Organism
4.2.1.92 instability of free HPL compared to immobilized enzyme Amaranthus tricolor

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.2.1.92 (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid irreversible substrate inhibition Amaranthus tricolor
4.2.1.92 hexanal irreversible product inhibition, hexanal efficiently and specifically binds to the sulfhydryl groups in the active site of the enzyme through conjugate addition, hexanal seems to form a schiff base with the surface amino groups of the zymoprotein Amaranthus tricolor
4.2.1.92 additional information HPL may display a suicidal behavior, being irreversibly inhibited by its own substrate during the catalytic reaction. HPL activity is also irreversibly inhibited by its catalytic products Amaranthus tricolor

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
4.2.1.92 membrane membrane-bound Amaranthus tricolor 16020
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Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.2.1.92 (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid Amaranthus tricolor
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hexanal + 12-oxo-9-dodecenoic acid
-
?
4.2.1.92 (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid Amaranthus tricolor
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(Z)-3-hexenal + 12-oxo-9-dodecenoic acid
-
?

Organism

EC Number Organism UniProt Comment Textmining
4.2.1.92 Amaranthus tricolor
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collected from a pollution-free agricultural product base in Wuxi, China
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Purification (Commentary)

EC Number Purification (Comment) Organism
4.2.1.92 native enzyme partially from leaves by ammonium sulfate fractionation Amaranthus tricolor

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.2.1.92 (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid
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Amaranthus tricolor hexanal + 12-oxo-9-dodecenoic acid
-
?
4.2.1.92 (9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid
-
Amaranthus tricolor (Z)-3-hexenal + 12-oxo-9-dodecenoic acid
-
?

Synonyms

EC Number Synonyms Comment Organism
4.2.1.92 hydroperoxide lyase
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Amaranthus tricolor

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.2.1.92 30
-
free enzyme Amaranthus tricolor
4.2.1.92 35
-
immobilized enzyme Amaranthus tricolor

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.2.1.92 6.5
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immobilized enzyme Amaranthus tricolor
4.2.1.92 7.5
-
free enzyme Amaranthus tricolor