+ Translate

Preparation of deuterated pteroyl glutamic acid by acid catalyzed exchange with deuterium oxide

, : Preparation of deuterated pteroyl glutamic acid by acid catalyzed exchange with deuterium oxide. Journal of Labelled Compounds and Radiopharmaceuticals 14(4): 479-486

Pteroylglutamic acid was labeled with 2H by trifluoroacetic acid-catalyzed exchange with deuterium oxide. The product, pteroylglutamic acid-3',5'-2H2, was selectively labeled with 2H in the 4-aminobenzoyl portion of the molecule; there was no evidence for isotope incorporation at C7 or C9 of the pteridine ring or at the glutamate residue. Isotope composition of the pteroylglutamates was determined by chemical ionization mass spectrometry following a base-catalyzed, oxidative cleavage to either 4-aminobenzoic acid or 4-aminobenzoylglutamic acid. Products from the exchange reaction typically contained 1% 2H0, 9% 2H1 and 90% 2H2 isotopic species.

(PDF 0-2 workdays service)

Accession: 006173036

Submit PDF Full Text: Here

Submit PDF Full Text

No spam - Every submission is manually reviewed

Due to poor quality, we do not accept files from Researchgate

Submitted PDF Full Texts will always be free for everyone
(We only charge for PDFs that we need to acquire)

Select a PDF file:

Related references

Buyze, H.G.; Engel, C., 1948: The activity of digestion enzymes on pteroyl-glutamic acid and pteroyl-hexa-glutamyl-glutamic acid. No conjugase activity toward crude and pure pteroylhexaglutamylglutamate was found in normal gastric juice at pH 2 and 7, in the gastric juice (pH 7) of a pernicious anemia patient or in normal duodenal juice. The conjugase activity of pancreatic...

Hnojewyj W.S.; Sharma S.P., 1976: Further study of hydrogen deuterium exchange in solid poly l glutamic acid due to interactions with deuterium oxide vapor and hydrogen gas. Proceedings of the North Dakota Academy of Science 30(1): 20

Wang, L.; Murai, Y.; Yoshida, T.; Okamoto, M.; Masuda, K.; Sakihama, Y.; Hashidoko, Y.; Hatanaka, Y.; Hashimoto, M., 2015: Hydrogen/deuterium exchange of cross-linkable α-amino acid derivatives in deuterated triflic acid. In this paper we report here a hydrogen/deuterium exchange (H/D exchange) of cross-linkable α-amino acid derivatives with deuterated trifluoromethanesulfonic acid (TfOD). H/D exchange with TfOD was easily applied to o-catechol containing phenylal...

Perry J.; Lumb M.; Van Der Westhuyzen J.; Fernandes Costa F.; Metz J.; Chanarin I., 1980: Utilization of carbon 14 labeled tetra hydro pteroyl glutamic acid and tritium labeled 5 methyl tetra hydro pteroyl glutamic acid as substrates for folate poly glutamate synthesis in fruit bats rousettus aegypticos leachi effect of vitamin b 12 deficiency. [2-14C]Tetrahydropteroylglutamic acid and 5-[G-3H]methyltetrahydropteroylglutamic acid were given i.p. to fruit bats [R. aegypticos leachi]. Folate polyglutamates were formed in the liver from both substrates in different amounts and at different...

Sasaki K.; Balza F.; Taylor I.E.P., 1987: Preparative scale separation by anion exchange chromatography of six per c deuterated inositol epimers produced during hydrogen deuterium exchange reactions with raney nickel in deuterium oxide. After a 1H-2H exchange reaction of myo-inositol with deuterated Raney nickel in deuterium oxide, six epimers (scyllo-, chiro-, neo-, allo-, muco-, and epi-inositol), in addition to myo-inositol, were identified as their pre-O-(trimethylsilyl) deri...

Leslie, G.I.; Baugh, C.M., 1974: The uptake of pteroyl(14-C)glutamic acid into rat liver and its incorporation into the natural pteroyl poly-gamma-glutamates of that organ. Biochemistry 13(24): 4957-4961

Babu, U.M.; Johnston, R.B., 1976: Nmr studies of deuterium oxide substrate exchange reactions catalyzed by glutamic pyruvic trans aminase ec and glutamic oxal acetic trans aminase. NMR studies in D2O (> 90%) with glutamic pyruvate transaminase (GTP) ( demonstrate that this enzyme catalyzes the rapid exchange of both the .alpha. and .beta. H of L-alanine, the exchange of only one .alpha. H of glycine, and the .beta...

Leslie G.I.; Baugh C.M., 1974: The uptake of pteroyl carbon 14 glutamic acid into rat liver and its incorporation into the natural pteroyl poly gamma glutamates of that organ. Biochemistry 13(24): 4957-4961

Baba S.; Sasaki Y., 1988: Synthesis of deuterium labeled desipramine through acid catalyzed exchange reactions and the stability of deuterium labeling. Synthesis of three forms of selectively deuterated desipramine with high isotopic purity through acid-catalyzed hydrogen-deuterium exchange reactions and the stability of deuterium labeling are described. Deuterated desipramine labeled at position...

Walton L., 1981: Preparation of a iodine 125 labeled conjugate of pteroyl glutamic acid and its use in a radio ligand assay of folate in blood. The synthesis of a 125I-labeled, folate derivative is described for use in the radioassay of folate in [human] serum and whole blood hemolysate. Pteroylglutamic acid (PGA) was conjugated with tyramine in dimethylformamide solution using a mixed an...