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L-Biopterin

Catalog No.
C4833
cofactor in the production of many neurotransmitters and nitric oxide
Grouped product items
SizePriceStock Qty
10mg
$60.00
In stock
25mg
$130.00
In stock
50mg
$225.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Email: [email protected]

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Background

L-Biopterin is the oxidized form of tetrahydrobiopterin (BH4) [1].

Tetrahydrobiopterin (BH4) has been also known as sapropterin. BH4 is an essential cofactor of the three aromatic amino acid hydroxylase enzymes which has used in the degradation of amino acid phenylalanine and in the biosynthesis of the neurotransmitters serotonin (5-HT), melatonin, norepinephrine, dopamine, epinephrine (adrenaline). BH4 is a cofactor of nitric oxide synthases [2].

L-Biopterin was reduced to BH4 via thioredoxin reductase followed by dihydropteridine reductase or reduced glutathione. L-Biopterin was extremely toxic to human melanocytes in culture with the IC50 of 0.2 μM after 48 hrs. L-Biopterin was rarely existed under physiological conditions except in the epidermis of patients with the depigmentation disorder Vitiligo [3].

References:
[1] Schallreuter K U, Buttner G, Pittelkow M R, et al.  Cytotoxicity of 6-biopterin to human melanocytes[J]. Biochemical and biophysical research communications, 1994, 204(1): 43-48.
[2] Calka J.  The role of nitric oxide in the hypothalamic control of LHRH and oxytocin release, sexual behavior and aging of the LHRH and oxytocin neurons[J]. Folia Histochemica et Cytobiologica, 2006, 44(1): 3.
[3] Moore J, Wood J M, Schallreuter K U.  Evidence for Specific Complex Formation between α-Melanocyte Stimulating Hormone and 6 (R)-l-Erythro-5, 6, 7, 8-tetrahydrobiopterin using Near Infrared Fourier Transform Raman Spectroscopy[J]. Biochemistry, 1999, 38(46): 15317-15324.

Chemical Properties

Physical AppearanceA crystalline solid
StorageStore at -20°C
M.Wt237.2
Cas No.22150-76-1
FormulaC9H11N5O3
SynonymsL-erythro-Biopterin,NSC 339699
Solubilityinsoluble in EtOH; insoluble in H2O; ≥4.55 mg/mL in DMSO with ultrasonic
Chemical Name2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone
SDFDownload SDF
Canonical SMILESNC(N=C1C2=NC([C@@H](O)[C@@H](O)C)=CN1[H])=NC2=O
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

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