Homarine

Chemical compound From Wikipedia, the free encyclopedia

Homarine (N-methyl picolinic acid betaine) is an organic compound with the chemical formula C7H7NO2.[2] It is commonly found in aquatic organisms from phytoplankton to crustaceans, although it is not found in vertebrates.[3][4]

Quick facts Names, Identifiers ...
Homarine[1]
Names
Preferred IUPAC name
1-Methylpyridin-1-ium-2-carboxylate
Other names
N-methyl picolinic acid betaine, Betaine homarine
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C7H7NO2/c1-8-5-3-2-4-6(8)7(9)10/h2-5H,1H3
    Key: BRTLKRNVNFIOPJ-UHFFFAOYSA-N
  • C[N+]1=CC=CC=C1C(=O)[O-]
Properties
C7H7NO2
Molar mass 137.138 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Biological function

Homarine functions as an osmolyte by affecting the ionic strength of the cytosol and thereby maintaining osmotic pressure within the cell.[5]

Homarine may also act as a methyl group donor in the biosynthesis of various other N-methylated chemicals, such as glycine betaine and choline. The process of methyl donation converts homarine into picolinic acid and is reversible.[6]

Etymology

The name of this chemical comes from the initial discovery of the molecule in 1933 in lobster tissue:[4] the word homarine as an adjective means "of, or relating to, lobsters" (i.e. genus Homarus).

References

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