In enzymology, a trans-cinnamate 2-monooxygenase () is an

enzyme Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrate (chemistry), substrates, and the enzyme converts the substrates into different molecule ...

that

catalyzes Catalysis () is the process of increasing the rate of a chemical reaction by adding a substance known as a catalyst (). Catalysts are not consumed in the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycl ...

the

chemical reaction A chemical reaction is a process that leads to the chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and break ...

:trans-cinnamate + NADPH + H⁺ + O₂

\rightleftharpoons

2-hydroxycinnamate + NADP⁺ + H₂O The 4 substrates of this enzyme are

trans-cinnamate Cinnamic acid is an organic compound with the formula C6H5-CH=CH- COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs ...

NADPH Nicotinamide adenine dinucleotide phosphate, abbreviated NADP or, in older notation, TPN (triphosphopyridine nucleotide), is a cofactor used in anabolic reactions, such as the Calvin cycle and lipid and nucleic acid syntheses, which require NADP ...

, H⁺, and O₂, whereas its 3

products Product may refer to: Business * Product (business), an item that serves as a solution to a specific consumer problem. * Product (project management), a deliverable or set of deliverables that contribute to a business solution Mathematics * Produ ...

are

2-hydroxycinnamate ''o''-Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acids — ''o''-coumaric acid, ''m''-coumaric acid, and ''p''-coumaric acid — that differ by ...

, NADP⁺, and H₂O. This enzyme belongs to the family of

oxidoreductase In biochemistry, an oxidoreductase is an enzyme that catalyzes the transfer of electrons from one molecule, the reductant, also called the electron donor, to another, the oxidant, also called the electron acceptor. This group of enzymes usually ...

s, specifically those acting on paired donors, with O2 as oxidant and incorporation or reduction of oxygen. The oxygen incorporated need not be derived from O2 with NADH or NADPH as one donor, and incorporation of one atom o oxygen into the other donor. The

systematic name A systematic name is a name given in a systematic way to one unique group, organism, object or chemical substance, out of a specific population or collection. Systematic names are usually part of a nomenclature. A semisystematic name or semitrivial ...

of this enzyme class is trans-cinnamate,NADPH:oxygen oxidoreductase (2-hydroxylating). Other names in common use include cinnamic acid 2-hydroxylase, cinnamate 2-monooxygenase, cinnamic 2-hydroxylase, cinnamate 2-hydroxylase, and trans-cinnamic acid 2-hydroxylase. This enzyme participates in

phenylalanine metabolism Phenylalanine (symbol Phe or F) is an essential α-amino acid with the formula . It can be viewed as a benzyl group substituted for the methyl group of alanine, or a phenyl group in place of a terminal hydrogen of alanine. This essential amino ac ...

and

phenylpropanoid biosynthesis The biosynthesis of phenylpropanoids involves a number of enzymes. From amino acids to cinnamates In plants, all phenylpropanoids are derived from the amino acids phenylalanine and tyrosine. Phenylalanine ammonia-lyase (PAL, a.k.a. phenylalanine ...

References

* EC 1.14.13 NADPH-dependent enzymes Enzymes of unknown structure Hydroxycinnamic acids metabolism {{1.14.13-enzyme-stub