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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:
945-43-7
Molecular Weight:
231.68
MDL number:
MFCD00012731
UNSPSC Code:
12352100
PubChem Substance ID:
57654058
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000367626
0000262360
0000262360
0000367626

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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
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
Dexamethasone and phenylalanine hydroxylase activities in rats.
G A Walsh et al.
Biochemical Society transactions, 18(2), 320-321 (1990-04-01)
D Chen et al.
The Journal of biological chemistry, 273(40), 25594-25601 (1998-09-25)
A gene encoding phenylalanine hydroxylase has been cloned from Chromobacterium violaceum and expressed in Escherichia coli. The purified phenylalanine hydroxylase contains copper, which does not support enzymatic activity. Upon removal of copper by dithiothreitol (DTT), the enzyme contains substoichiometric amounts
R Chaube et al.
The Journal of endocrinology, 175(2), 329-342 (2002-11-14)
In Heteropneustes fossilis, ovariectomy inhibited in vivo brain (hypothalamus-pituitary, telencephalon and medulla oblongata) tyrosine hydroxylase (TH) activity with significant effects in weeks 2, 3, 4 and 5 of the gonadal resting phase and in weeks 3, 4 and 5 of
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