In
enzymology
Enzymes () are proteins that act as biological catalysts by accelerating chemical reactions. The molecules upon which enzymes may act are called substrates, and the enzyme converts the substrates into different molecules known as products. A ...
, a trans-cinnamate 4-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 substrates, and the enzyme converts the substrates into different molecules known as products. A ...
that
catalyzes the
chemical reaction
A chemical reaction is a process that leads to the IUPAC nomenclature for organic transformations, chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the pos ...
:trans-cinnamate + NADPH + H
+ + O
2 4-hydroxycinnamate + NADP
+ + H
2O
The 4
substrates of this enzyme are
trans-cinnamate,
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 NAD ...
,
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
4-hydroxycinnamate,
NADP+, and
H2O. 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 a ...
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/t ...
. It employs one
cofactor,
heme
Heme, or haem (pronounced / hi:m/ ), is a precursor to hemoglobin, which is necessary to bind oxygen in the bloodstream. Heme is biosynthesized in both the bone marrow and the liver.
In biochemical terms, heme is a coordination complex "consisti ...
.
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 ut ...
s, specifically those acting on paired donors, with O
2 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.
Nomenclature
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 (4-hydroxylating). Other names in common use include:
* cinnamic acid 4-hydroxylase,
* oxygenase, cinnamate 4-mono-,
* CA4H (gene name),
* CYP73A1 (gene name),
* cytochrome P450 cinnamate 4-hydroxylase,
* cinnamate 4-hydroxylase,
* cinnamate 4-monooxygenase,
* cinnamate hydroxylase,
* cinnamic 4-hydroxylase,
* cinnamic acid 4-monooxygenase,
* cinnamic acid p-hydroxylase,
* hydroxylase, cinnamate 4-,
* t-cinnamic acid hydroxylase,
* trans-cinnamate 4-hydroxylase, and
* trans-cinnamic acid 4-hydroxylase.
References
Further reading
*
*
*
EC 1.14.13
NADPH-dependent enzymes
Heme enzymes
Enzymes of unknown structure
{{1.14.13-enzyme-stub