Juniperic acid or 16-hydroxyhexadecanoic acid is an
omega-hydroxy long-chain
fatty acid
In chemistry, in particular in biochemistry, a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated and unsaturated compounds#Organic chemistry, saturated or unsaturated. Most naturally occurring fatty acids have an ...
that is
palmitic acid
Palmitic acid (hexadecanoic acid in IUPAC nomenclature) is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms.Gunstone, F. D., John L. Harwood, and Albert J. Dijkstra. The ...
which is substituted at position 16 by a
hydroxy group
In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy ...
. Palmitic acid is converted to juniperic acid by
cytochrome P450
Cytochromes P450 (P450s or CYPs) are a Protein superfamily, superfamily of enzymes containing heme as a cofactor (biochemistry), cofactor that mostly, but not exclusively, function as monooxygenases. However, they are not omnipresent; for examp ...
various enzymes, including CYP704B22.
Juniperic acid is a key monomer of
cutin
Cutin is one of two waxy polymers that are the main components of the plant cuticle, which covers all aerial surfaces of plants, the other being cutan. It is an insoluble substance with waterproof quality. Cutin also harbors cuticular waxes, ...
in the
plant cuticle
A plant cuticle is a protecting film covering the outermost skin layer (epidermis) of leaves, young shoots and other aerial plant organs (aerial here meaning all plant parts not embedded in soil or other substrate) that have no '' periderm''. The ...
.
It has a role as a
plant metabolite.
References
Fatty acids
Hydroxy acids
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