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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

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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Ryotaro Hara et al.
AMB Express, 3(1), 70-70 (2013-12-11)
5-Hydroxy-l-tryptophan (5-HTP) is a naturally occurring aromatic amino acid present in the seeds of the African plant Griffonia simplicifolia. Although 5-HTP has therapeutic effects in various symptoms, efficient method of producing 5-HTP has not been established. In this study, we
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
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)
I G Jennings et al.
Proceedings of the National Academy of Sciences of the United States of America, 88(13), 5734-5738 (1991-07-01)
A monoclonal anti-idiotype antibody, NS7, previously shown to mimic the binding of the pterin cofactor of phenylalanine hydroxylase (phenylalanine 4-monooxygenase, EC 1.14.16.1) has been used to localize the cofactor binding site within the phenylalanine hydroxylase catalytic domain to a 27-amino-acid
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