D0387
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
Recommended Products
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).
Signal Word
Danger
Hazard Statements
Precautionary 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
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Reid M McCarty et al.
Biochemistry, 48(11), 2301-2303 (2009-02-24)
To elucidate the early steps required during biosynthesis of a broad class of 7-deazapurine-containing natural products, we have studied the reaction catalyzed by Escherichia coli QueD, a 6-pyruvoyl-5,6,7,8-tetrahydropterin synthase (PTPS) homologue possibly involved in queuosine biosynthesis. While mammalian PTPS homologues
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
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
S O Pember et al.
Biochemistry, 26(14), 4477-4483 (1987-07-14)
The interaction of pterin-dependent phenylalanine hydroxylase from Chromobacterium violaceum with the cofactor analogue 5-deaza-6-methyltetrahydropterin and the cofactor 6,7-dimethyltetrahydropterin (DMPH4) has been investigated by multifrequency electron spin resonance (ESR) spectroscopy. 5-Deaza-6-methyltetrahydropterin, which lacks the N-5 nitrogen present in the pyrazine ring
Dexamethasone and phenylalanine hydroxylase activities in rats.
G A Walsh et al.
Biochemical Society transactions, 18(2), 320-321 (1990-04-01)
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