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D0387

Sigma-Aldrich

6,7-Dimethyl-5,6,7,8-tetrahydropterine hydrochloride

≥95%

Synonym(s):

2-Amino-6,7-dimethyl-4-hydroxy-5,6,7,8-tetrahydropteridine, DMPH4

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About This Item

Empirical Formula (Hill Notation):
C8H13N5O · HCl
CAS Number:
Molecular Weight:
231.68
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95%

form

powder

storage temp.

−20°C

SMILES string

Cl[H].CC1Nc2nc(N)nc(O)c2NC1C

InChI

1S/C8H13N5O.ClH/c1-3-4(2)11-6-5(10-3)7(14)13-8(9)12-6;/h3-4,10H,1-2H3,(H4,9,11,12,13,14);1H

InChI key

GIHYTRGUZVYCQX-UHFFFAOYSA-N

Biochem/physiol Actions

Synthetic reduced pterin cofactor for nitric oxide synthetase, and for phenylalanine, tyrosine, and tryptophan hydroxylases; less active than the natural cofactor, tetrahydrobiopterin (BH4).

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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M I Masana
Acta physiologica et pharmacologica latinoamericana : organo de la Asociacion Latinoamericana de Ciencias Fisiologicas y de la Asociacion Latinoamericana de Farmacologia, 34(3), 235-243 (1984-01-01)
Cholinergic modulation on the regulation of tyrosine hydroxylase was studied in guinea pig atria depolarized with high potassium concentration. In these conditions there was an increment in tyrosine hydroxylase activity as well as in the release of radioactivity from atria
S Koizumi et al.
The Journal of antibiotics, 35(4), 458-462 (1982-04-01)
Phenylalanine hydroxylase was shown to be inhibited by oudenone and its derivatives in vitro. At a concentration of 2.3 x 10(-3) M, oudenone inhibited phenylalanine hydroxylase by 50%, and some of the oudenone derivatives showed more potent inhibition. The kinetic
C Unger et al.
Cancer research, 45(2), 616-618 (1985-02-01)
The O-alkyl cleavage enzyme is important for the metabolism of cytotoxic alkyl-lysophospholipids. We have developed a simple new method for the determination of the enzyme activity which is based on the formation of water-soluble phosphate during the enzyme reaction. This
I Jennings et al.
The Journal of biological chemistry, 265(4), 1885-1889 (1990-02-05)
BALB/c mice were immunized with a synthetic co-factor of the aromatic amino acid hydroxylases, 6,7-dimethyl-5,6,7,8-tetrahydropterin, conjugated to albumin. Hybridoma cell lines isolated from the immunized mice secreted monoclonal antibodies reacting specifically with the pterin molecule and monoclonal antibodies which were
V S Kudrin et al.
Biulleten' eksperimental'noi biologii i meditsiny, 91(5), 553-554 (1981-05-01)
Activity and KM of hypothalamic tyrosine hydroxylase (TH) were studied in rats preliminarily tested for predisposition to high ethanol consumption. It was shown that as regards cofactor of DMPH4 enzymatic reaction, KM of hypothalamic TH of animals with an initially

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