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Merck
CN

37343

7,8-Dihydroneopterin

≥97.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C9H13N5O4
CAS Number:
Molecular Weight:
255.23
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1133875
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InChI

1S/C9H13N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h4,6,15-17H,1-2H2,(H4,10,11,13,14,18)/t4-,6+/m1/s1

SMILES string

NC1=NC(=O)C2=C(NCC(=N2)[C@H](O)[C@H](O)CO)N1

InChI key

YQIFAMYNGGOTFB-XINAWCOVSA-N

assay

≥97.0% (HPLC)

form

solid

storage temp.

−20°C

Quality Level

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Renate Horejsi et al.
Biochimica et biophysica acta, 1571(2), 124-130 (2002-06-07)
7,8-Dihydroneopterin and neopterin are secreted by human and primate macrophages after activation by interferon-gamma in a ratio of 2:1. 7,8-Dihydroneopterin is known to suppress radical-mediated processes, but it is also able in the presence of iron ions to generate superoxide
S P Gieseg et al.
British journal of pharmacology, 153(4), 627-635 (2007-08-19)
The rise in plasma neopterin observed with increasing severity of vascular disease is a strong indicator of the inflammatory nature of atherosclerosis. Plasma neopterin originates as the oxidation product of 7,8-dihydroneopterin secreted by gamma-interferon stimulated macrophages within atherosclerotic plaques. Neopterin
Christiane Enzinger et al.
European journal of cell biology, 81(4), 197-202 (2002-05-23)
Activated cell-mediated immunity is known to be accompanied by elevated concentrations of 7,8-dihydroneopterin which in high concentrations was found to interfere with the oxidant-antioxidant balance. In this study we investigated whether 7,8-dihydroneopterin mediates apoptosis of Jurkat T-lymphocytes via a CrmA-
Carole A Firth et al.
Clinical biochemistry, 41(13), 1078-1083 (2008-07-16)
Plasma neopterin is a clinical marker of inflammation. Interferon-gamma triggers 7,8-dihydroneopterin and its oxidation product, neopterin, to be released from macrophages. 7,8-dihydroneopterin is a potent antioxidant which can protect macrophages from oxidative damage in vitro. This study examined whether 7,8-dihydroneopterin/neopterin
Celia W Goulding et al.
Journal of molecular biology, 349(1), 61-72 (2005-05-07)
Folate derivatives are essential cofactors in the biosynthesis of purines, pyrimidines and amino acids across all forms of life. Mammals uptake folate from their diets, whereas most bacteria must synthesize folate de novo. Therefore, the enzymes in the folate biosynthetic

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