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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

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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