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Dihydrobiopterin information


Dihydrobiopterin
Names
IUPAC name
2-Amino-6-(1,2-dihydroxypropyl)-7,8-dihydro-1H-pteridin-4-one
Other names
7,8-Dihydrobiopterin
Identifiers
CAS Number
  • 6779-87-9 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:64240 ☒N
ChemSpider
  • 247 ☒N
KEGG
  • C02953 ☒N
PubChem CID
  • 252
UNII
  • AYP47DS84P checkY
CompTox Dashboard (EPA)
  • DTXSID001355854 DTXSID00987125, DTXSID001355854 Edit this at Wikidata
InChI
  • InChI=1S/C9H13N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3,6,15-16H,2H2,1H3,(H4,10,11,13,14,17) ☒N
    Key: FEMXZDUTFRTWPE-UHFFFAOYSA-N ☒N
SMILES
  • CC(C(C1=NC2=C(NC1)NC(=NC2=O)N)O)O
Properties
Chemical formula
C9H13N5O3
Molar mass 239.235 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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Infobox references

Dihydrobiopterin (BH2) is a pteridine compound produced in the synthesis of L-DOPA, dopamine, serotonin, norepinephrine and epinephrine. It is restored to the required cofactor tetrahydrobiopterin by dihydrobiopterin reductase.

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Dihydrobiopterin

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Dihydrobiopterin (BH2) is a pteridine compound produced in the synthesis of L-DOPA, dopamine, serotonin, norepinephrine and epinephrine. It is restored...

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Pteridine

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classes of substituted pteridines that have diverse biological roles. Dihydrobiopterin Pyrazine Pyrimidine Tetrahydrobiopterin International Union of Pure...

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Sepiapterin reductase

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that in humans is encoded by the SPR gene. Sepiapterin reductase (7,8-dihydrobiopterin:NADP+ oxidoreductase; EC 1.1.1.153) catalyzes the NADPH-dependent reduction...

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Tetrahydrobiopterin

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(dihydropteridine reductase) reduced pteridine derivative (quinonoid dihydrobiopterin).[citation needed] Tetrahydrobiopterin is available as a tablet for...

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Tryptophan hydroxylase

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tetrahydrobiopterin + O2 ⇌ {\displaystyle \rightleftharpoons } 5-Hydroxytryptophan + dihydrobiopterin + H2O It employs one additional cofactor, iron. It is responsible for...

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Dihydrofolic acid

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Blakley RL (May 1990). "Dissociation constants for dihydrofolic acid and dihydrobiopterin and implications for mechanistic models for dihydrofolate reductase"...

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Tetrahydrobiopterin deficiency

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deficiency of the enzyme dihydrobiopterin reductase (DHPR), whose activity is needed to replenish quinonoid-dihydrobiopterin back into its tetrahydrobiopterin...

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Phenylalanine hydroxylase

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regenerated by hydration of the carbinolamine product of PAH to quinonoid dihydrobiopterin (qBH2), which is then reduced to BH4. PAH is proposed to use the morpheein...

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Phenylketonuria

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to high levels of prolactin. By contrast, in classical PKU (without dihydrobiopterin involvement), prolactin levels would be relatively normal.[citation...

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Nitric oxide synthase

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BH4 is used as a source of reducing equivalents and is recycled by dihydrobiopterin reductase (EC 1.5.1.33), BH4 activates heme-bound O2 by donating a...

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Sepiapterin

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even though their levels of tetrahydrobiopterin were replenished. Dihydrobiopterin Tetrahydrobiopterin Dystonia Phenylketonuria Salvage pathway Smith...

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Folate

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donors such as S-adenosyl methionine (SAMe), recycles the inactive dihydrobiopterin (BH2) into tetrahydrobiopterin (BH4), the necessary cofactor in various...

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Biopterin

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using dihydrofolate reductase. In addition, BH2 is recycled to BH4 by dihydrobiopterin reductase. In the de novo pathway, GTP is converted to 7,8-dihydroneopterin...

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C9H13N5O3

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molecular formula C9H13N5O3 (molar mass: 239.235 g/mol) may refer to: Dihydrobiopterin (BH2) S2242 This set index page lists chemical structure articles associated...

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Dihydrofolate reductase

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demonstrated as an enzyme involved in the salvage of tetrahydrobiopterin from dihydrobiopterin A central eight-stranded beta-pleated sheet makes up the main feature...

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Tyrosine hydroxylase

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Under physiological conditions, 4a-BH4 is dehydrated to quinonoid-dihydrobiopterin (q-BH2) by the enzyme pterin-4a-carbinolamine dehydrase (PCD) and a...

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Alkylglycerol monooxygenase

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{\displaystyle \rightleftharpoons } 1-hydroxyalkyl-sn-glycerol + 6,7[8H]-dihydrobiopterin + H2O The unstable intermediate product 1-hydroxyalkyl-sn-glycerol...

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Queuine

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tyrosine, tyrosine to L-DOPA, and tryptophan to 5-HTP, oxidizing BH4 to dihydrobiopterin (BH2) in the process. BH2 must then be converted back to BH4 by the...

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Sepiapterin reductase deficiency

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(HVA), 5-hydroxyindolacetic acid (HIAA), and elevated levels of 7,8-dihydrobiopterin, a compound produced in the synthesis of neurotransmitters. Sepiapterin...

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GTP cyclohydrolase I

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process 7,8-dihydroneopterin 3'-triphosphate biosynthetic process dihydrobiopterin metabolic process regulation of blood pressure response to tumor necrosis...

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QDPR

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cellular amino acid metabolic process L-phenylalanine catabolic process dihydrobiopterin metabolic process response to lead ion response to aluminum ion tetrahydrobiopterin...

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