L-Biopterin

- Overview
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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].
    
    [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.
- Properties
  - Categories
    
    cofactor in the production of many neurotransmitters and nitric oxide
    
    Alternative Name
    
    L-erythro-Biopterin,NSC 339699; 2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-4(1H)-pteridinone
    
    CAS Number
    
    22150-76-1
    
    Molecular Formula
    
    C9H11N5O3
    
    Molecular Weight
    
    237.2
    
    Appearance
    
    A crystalline solid
    
    Purity
    
    98.00%
    
    Solubility
    
    insoluble in EtOH; insoluble in H2O; ≥4.55 mg/mL in DMSO with ultrasonic
    
    Storage
    
    Store at -20°C
    
    SMILES
    
    NC(N=C1C2=NC([[email protected]@H](O)[[email protected]@H](O)C)=CN1[H])=NC2=O
    
    * For Research Use Only

Documents

COA (Certificate Of Analysis)

MSDS (Material Safety Data Sheet)

L-Biopterin

Background

Documents

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