Accumulated BH4 in mouse liver caused by administration of either 6R- or 6SBH4 consisted solely of the 6R-diastereomer: Evidence of oxidation to BH2 and enzymic reduction

Molecular Genetics and Metabolism

Volumn 86, Issue SUPPL., 2005, Pages 145-147

  Sawabe, Keiko ^a   Suetake, Yasuko ^a   Wakasugi, Kazunori O ^b   Hasegawa, Hiroyuki ^a  

^a TEIKYO UNIVERSITY OF SCIENCE   (Japan)

^b TOKYO MEDICAL UNIVERSITY   (Japan)

Author keywords

Dihydrofolate reductase; Tetrahydrobiopterin chirality; Tetrahydrobiopterin oxidation; Tetrahydrobiopterin uptake

Indexed keywords

ENZYME; TETRAHYDROBIOPTERIN; 5,6,7,8-TETRAHYDROBIOPTERIN; BIOPTERIN; DRUG DERIVATIVE;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CHIRALITY; DIASTEREOISOMER; DRUG ACCUMULATION; DRUG LIVER LEVEL; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIVER; MALE; MOUSE; NONHUMAN; OXIDATION; PRIORITY JOURNAL; REDUCTION; ANIMAL; CHEMISTRY; METABOLISM; OXIDATION REDUCTION REACTION; STEREOISOMERISM;

ANIMALIA;

ANIMALS; BIOPTERIN; LIVER; MICE; OXIDATION-REDUCTION; STEREOISOMERISM;

EID: 28844468876     PISSN: 10967192     EISSN: 10967206     Source Type: Journal    
DOI: 10.1016/j.ymgme.2005.06.019     Document Type: Article

References (11)

1. A. Niederwieser, H.C. Curtius, M. Wang, and D. Leupold Atypical phenylketonuria with defective biopterin metabolism. Monotherapy with tetrahydrobiopterin or sepiapterin, screening and study of biosynthesis in man Eur. J. Pediatr. 138 1982 110 112
2. S. Kaufman, G. Kapatos, W.B. Rizzo, J.D. Schulman, L. Tamarkin, and G.R. Van Loon Tetrahydropterin therapy for hyperphenylalaninemia caused by defective synthesis of tetrahydrobiopterin Ann. Neurol. 14 1983 308 315
3. T. Hayashi, A. Ogata, M. Takehisa, K. Komoriya, and N. Ohnuma Studies on metabolism and disposition of sapropterin hydrochloride (SUN 0588) L-erythro-tetrahydrobiopterin hydrochloride in rats The Clinical Report 26 1992 3471 3495
4. 14C]tetrahydrobiopterin and its developmental change in mice J. Pharmacol. Exp. Ther. 267 1993 971 978
5. M.P. Brand, K. Hyland, T. Engle, I. Smith, and S.J. Heales Neurochemical effects following peripheral administration of tetrahydropterin derivatives to the hph-1 mouse J. Neurochem. 66 1996 1150 1156
6. K. Sawabe, K.O. Wakasugi, and H. Hasegawa Tetrahydrobiopterin uptake in supplemental administration: elevation of tissue tetrahydrobiopterin in mice following uptake of the exogenously oxidized product 7,8-dihydrobiopterin and subsequent reduction by an anti-folate-sensitive process J. Pharmacol. Sci. 96 2004 124 133
7. S. Kaufman The enzymatic conversion of phenylalanine to tyrosine J. Biol. Chem. 226 1957 511 524
8. S. Kaufman The nature of the primary oxidation product formed from tetrahydropteridines during phenylalanine Hydroxylation J. Biol. Chem. 236 1961 804 810
9. H. Hasegawa, S. Imaizumi, A. Ichiyama, T. Sugimoto, S. Matsuura, K. Oka, T. Kato, T. Nagatsu, and M. Akino Cofactor activity of diastereoisomers of tetrahydrobiopterin R.L. Kisliuk G.M. Brown Chemistry and Biology of Pteridines 1979 Elsevier North-Holland Amsterdam 195 200
10. S. Matsuura, T. Sugimoto, H. Hasegawa, S. Imaizumi, and A. Ichiyama Studies on biologically active pteridines III: the absolute configuration at the C-6 chiral center of tetrahydropterin cofactor and related compounds J. Biochem. 87 1980 951 957
11. S.W. Bailey, and J.E. Ayling Separation and properties of the 6-diastereoisomers of l-erythro-tetrahydrobiopterin and their reactivities with phenylalanine hydroxylase J. Biol. Chem. 253 1978 1598 1605