Synthesis of isotopomers of dopamine labeled with deuterium or tritium

Abstract

The synthesis of four isotopomers of dopamine labeled with deuterium or tritium is reported. The ring labeled [2 0 ,5 0 ,6 0 -2 H 3 ]-, and [2 0 ,5 0 ,6 0 -3 H 3 ]-dopamine were obtained using acid catalyzed isotopic exchange between dopamine and heavy or tritiated water respectively. Two selectively labeled isotopomers, i.e. [1R-2 H]-, and [1R-3 H]dopamine were synthesized by enzymatic decarboxylation of l-DOPA using the enzyme tyrosine decarboxylase (EC 4.1.1.25) from Streptococcus faecalis.

Genetic Distortion of the Balance between Punishment and Relief Learning inDrosophila

“…When isotopically labeled standards are used, the slope of the linear fit is usually one, as in the case of octopamine (Supplemental Figure 1A-A?). Sometimes, however, the ionization and fragmentation efficiencies differ between the isotopically labeled heavy standard and the unlabeled, light molecule, resulting in a slope that is different from one; in such cases, a correction factor is employed (e.g., as in the case of serotonin [ Figure 6A (Pajak & Kanska, 2006). Unlabeled octopamine, tyramine, dopamine and serotonin were purchased as hydrochloride salts from Sigma-Aldrich (Munich, Germany).…”

Synthesis and characterization of dopamine substitue tripodal trinuclear [(salen/salophen/salpropen)M] (MCr(III), Mn(III), Fe(III) ions) capped s-triazine complexes: Investigation of their thermal and magnetic properties

“…Many of the dopamine containing compounds have also exhibited antimicrobial and antibacterial activities [9][10][11][12][13][14]. These are also used as bridging agents to synthesize herbicides and also in the production of drugs and polymers [12,10,[15][16].…”

The chemo- enzymatic synthesis of labeled l-amino acids and some of their derivatives

“…Isotopomers of ( 25 ) specifically labeled in the side chain, i.e., [( 1R )- 2 H]- ( 25a ) and [( 1R )- 3 H]-DA ( 25b ) were obtained by enzymatic decarboxylation of l -DOPA ( 17 ) catalyzed by the enzyme tyrosine decarboxylase (EC 4.1.1.25) from Steptococcus faecalis [121], and carried out in fully deuterated or tritiated medium respectively [122]. [( 1R )- 2 H/ 3 H]-DA ( 25c ) was synthesized in fully deuterated incubation medium with DTO added [77] (Fig.…”