biopterin
(L-erythro)-2-amino-6-(1,2-dihydroxypropyl)-4(3H)-pteridinon
Identification
| Name | biopterin |
| IUPAC | 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1H-pteridin-4-one |
| CAS Number | 22150-76-1 |
| EINECS | 244-807-8 |
| FDA UNII | E54CTM794Y |
| Molecular Formula | C9 H11 N5 O3 |
| Molecular Weight | 237.21927000 |
| MDL Number | MFCD00036787 |
| Nikkaji Number | J313.857G |
| Beilstein | 0087860 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 700 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for biopterin usage levels up to | not for fragrance use. |
| Recommendation for biopterin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
(S-(R*,S*))-2-
amino-6-(1,2-dihydroxypropyl)-1H-pteridin-4-one
(L-erythro)-2-
amino-6-(1,2-dihydroxypropyl)-4(3H)-pteridinon
2-
amino-6-[(1R,2S)-1,2-dihydroxypropyl]-1H-pteridin-4-one
L-
biopterin
4(1H)-
pteridinone, 2-amino-6-(1,2-dihydroxypropyl)-, (S-(R*,S*))- (9CI)
pterin H B2
PubMed:
Effect of Coffee in Lipopolysaccharide-Induced Indoleamine 2,3-Dioxygenase Activation and Depressive-like Behavior in Mice.
PubMed:
Role of dihydrofolate reductase in tetrahydrobiopterin biosynthesis and lipid metabolism in the oleaginous fungus Mortierella alpina.
PubMed:
Blood pressure-lowering effect of Korean red ginseng associated with decreased circulating Lp-PLA2 activity and lysophosphatidylcholines and increased dihydrobiopterin level in prehypertensive subjects.
PubMed:
Mildly compromised tetrahydrobiopterin cofactor biosynthesis due to Pts variants leads to unusual body fat distribution and abdominal obesity in mice.
PubMed:
Genetic predisposition in patients with hypertension and normal ejection fraction to oxidative stress.
PubMed:
Brain catecholamine depletion and motor impairment in a Th knock-in mouse with type B tyrosine hydroxylase deficiency.
PubMed:
Optimization of Expression Conditions Enhances Production of Sepiapterin, a Precursor for Tetrahydrobiopterin Biosynthesis, in Recombinant Escherichia coli.
PubMed:
Disturbed biopterin and folate metabolism in the Qdpr-deficient mouse.
PubMed:
Phenylketonuria Scientific Review Conference: state of the science and future research needs.
PubMed:
Longitudinal quality of life analysis in a phenylketonuria cohort provided sapropterin dihydrochloride.
PubMed:
Arginine and nitric oxide synthase: regulatory mechanisms and cardiovascular aspects.
PubMed:
The effects of sapropterin on urinary monoamine metabolites in phenylketonuria.
PubMed:
Structures and reaction mechanisms of GTP cyclohydrolases.
PubMed:
Beneficial effects of the active principle component of Korean cabbage kimchi via increasing nitric oxide production and suppressing inflammation in the aorta of apoE knockout mice.
PubMed:
Using change in plasma phenylalanine concentrations and ability to liberalize diet to classify responsiveness to tetrahydrobiopterin therapy in patients with phenylketonuria.
PubMed:
Biochemical characterization of the tetrahydrobiopterin synthesis pathway in the oleaginous fungus Mortierella alpina.
PubMed:
The effect of blood phenylalanine concentration on Kuvan⢠response in phenylketonuria.
PubMed:
BH(4) therapy impacts the nutrition status and intake in children with phenylketonuria: 2-year follow-up.
PubMed:
Relative bioavailability of sapropterin from intact and dissolved sapropterin dihydrochloride tablets and the effects of food: a randomized, open-label, crossover study in healthy adults.
PubMed:
Sapropterin: a new therapeutic agent for phenylketonuria.
PubMed:
Tetrahydrobiopterin in intestinal lumen: its absorption and secretion in the small intestine and the elimination in the large intestine.
PubMed:
First drug approved for treatment of phenylketonuria.
PubMed:
Oral administration of both tetrahydrobiopterin and L-arginine prevents endothelial dysfunction in rats with chronic renal failure.
PubMed:
Evaluation of electrospray-tandem mass spectrometry for the detection of phenylketonuria and other rare disorders.
PubMed:
Dwarfism and low insulin-like growth factor-1 due to dopamine depletion in Pts-/- mice rescued by feeding neurotransmitter precursors and H4-biopterin.
PubMed:
Applications of electron paramagnetic resonance spectroscopy to study interactions of iron proteins in cells with nitric oxide.
PubMed:
Laboratory evaluation of the inflammatory myopathies.
PubMed:
Food-derived heterocyclic amines, 3-amino-1,4-dimethyl-5H-pyrido[4,3-b]indole and related amines, as inhibitors of monoamine metabolism.
PubMed:
Aluminium administered in drinking water but not in the diet influences biopterin metabolism in the rodent.
PubMed:
Reduction of enzymatic activity of tyrosine hydroxylase by a heterocyclic amine, 3-amino-1,4-dimethyl-5H-pyrido(4,3-b)indole (Trp-P-1), was due to reduced affinity to a cofactor biopterin.
PubMed:
The influence of nutritional factors on biopterin excretion in laboratory animals.
PubMed:
Biopterin and neopterin in various milks and infant formulas.
PubMed:
Search for clues to the evolutionary meaning of ciliate phylogeny.
PubMed:
[On the food of the queen cell in the honey bee. 4. Seasonal changes in the biopterin content of the food of the worker bee].