M4758
(±)-6-Methyl-5,6,7,8-tetrahydropterine dihydrochloride
~95% (TLC)
Synonym(s):
6-MPH4, DL-2-Amino-4-hydroxy-6-methyl-5,6,7,8-tetrahydropteridine dihydrochloride
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About This Item
Empirical Formula (Hill Notation):
C7H11N5O · 2HCl
CAS Number:
Molecular Weight:
254.12
UNSPSC Code:
12352204
NACRES:
NA.51
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5648114
Assay:
~95% (TLC)
InChI
1S/C7H11N5O.2ClH/c1-3-2-9-5-4(10-3)6(13)12-7(8)11-5;;/h3,10H,2H2,1H3,(H4,8,9,11,12,13);2*1H
SMILES string
Cl.Cl.CC1CNc2nc(N)nc(O)c2N1
InChI key
MKQLORLCFAZASZ-UHFFFAOYSA-N
assay
~95% (TLC)
storage temp.
−20°C
Quality Level
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Related Categories
Application
6-MPH4 is used to study mechanisms of nitric oxide (NO) synthase and free radical induced L-DOPA release from striatal tissue.
Biochem/physiol Actions
Synthetic cofactor for tyrosine hydrolase; also cofactor for phenylalanine and tryptophan hydroxylases; less activity than the natural cofactor, BH4
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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M Bauer et al.
Journal of neurochemistry, 82(5), 1300-1310 (2002-10-03)
Glial cell line-derived neurotrophic factor (GDNF) protects dopaminergic neurones against toxic and physical damage. In addition, GDNF promotes differentiation and structural integrity of dopaminergic neurones. Here we show that GDNF can support the function of primary dopaminergic neurones by triggering
P Abreu-González et al.
European journal of pharmacology, 541(1-2), 33-37 (2006-06-06)
In the present study we have analyzed the effect of tetrahydrobiopterin (BH4) essential cofactor for tyrosine hydroxylase and nitric oxide synthase, on the 3,4-dihydroxyphenylalanine (L-DOPA) release from in vitro incubated striatal tissue. dl-6-methyl-5,6,7,8 tetrahydropterine (6-MPH4)-stimulated L-DOPA release in a concentration-dependent
Elizabeth A Gaskell et al.
PloS one, 4(3), e4801-e4801 (2009-03-12)
The genome of the protozoan parasite Toxoplasma gondii was found to contain two genes encoding tyrosine hydroxylase; that produces L-DOPA. The encoded enzymes metabolize phenylalanine as well as tyrosine with substrate preference for tyrosine. Thus the enzymes catabolize phenylalanine to
M Naoi et al.
Journal of chromatography, 427(2), 229-238 (1988-06-03)
A simple assay procedure for tyrosine hydroxylase activity in crude tissue samples was devised that requires minimal sample preparation and use of high-performance liquid chromatography with coulometric electrochemical detection. After incubation of enzyme samples, such as human brain homogenates or
F García-Molina et al.
Biochimica et biophysica acta, 1794(12), 1766-1774 (2009-08-22)
There is controversy in the literature concerning the action of tetrahydropterines on the enzyme tyrosinase and on melanogenesis in general. In this study, we demonstrate that tetrahydropterines can inhibit melanogenesis in several ways: i) by non-enzymatic inhibition involving purely chemical
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