Biosynthesis and physiological role of homarine in marine shrimp.
Glycine, which contributes 2 carbon atoms and the nitrogen for the biosynthesis of homarine by homogenates of shrimp muscle, reacts metabolically with succinyl coenzyme A to form N-succinylglycine. The latter product is effectively converted by such homogenates to homarine, and it is concluded that N-succinylglycine is on the main pathway of this biosynthetic series of reactions and provides all of the required atoms in homarine, except for the N-methyl carbon. A possible pathway for the complete biosynthesis of homarine is described. Evidence is presented that homarine acts as a transmethylating agent in shrimp muscle homogenates and is capable of transferring its N-methyl group to form mono-, di-, and trimethylamines, trimethylamine oxide, choline, and betaine. In this process, homarine loses its methyl groups to form picolinic acid, and, conversely, picolinic acid can be methylated to yield homarine. It is speculated that homarine is not only a "methyl" donor but may serve as a reservoir of methyl groups in crustacea.
D000214:Acyl Coenzyme A / Q000378:metabolism; D000818:Animals; D033364:Decapoda / Q000378:metabolism*; D005998:Glycine / Q000378:metabolism; D009132:Muscles / Q000378:metabolism; D010848:Picolinic Acids / Q000096:biosynthesis*
D000214:Acyl Coenzyme A; D010848:Picolinic Acids; C012046:succinyl-coenzyme A; C010981:homarine; D005998:Glycine