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Merck
CN

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)
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assay

~95% (TLC)

Quality Level

storage temp.

−20°C

SMILES string

Cl.Cl.CC1CNc2nc(N)nc(O)c2N1

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

InChI key

MKQLORLCFAZASZ-UHFFFAOYSA-N

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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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
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
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
Haseeb Ahmad Khan
Neurochemical research, 29(8), 1467-1472 (2004-07-21)
Several buffer compositions with a wide range of pH values have been reported for radiometric assay of tyrosine hydroxylase (TH) in biological samples. Assay sensitivity becomes a prime concern while analyzing TH in minute samples like tissue biopsies or discrete

Global Trade Item Number

SKUGTIN
M4758-100MG04061833272862
M4758-50MG04061833272879

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