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Sigma-Aldrich

7,8-Dihydroneopterin

≥97.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C9H13N5O4
CAS Number:
1218-98-0
Molecular Weight:
255.23
Beilstein/REAXYS Number:
1133875
MDL number:
MFCD00049358
UNSPSC Code:
12352106
PubChem Substance ID:
57649718
NACRES:
NA.25

assay

≥97.0% (HPLC)

form

solid

storage temp.

−20°C

SMILES string

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

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

InChI key

YQIFAMYNGGOTFB-XINAWCOVSA-N

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - 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

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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
Sean Duggan et al.
Biochimica et biophysica acta, 1591(1-3), 139-145 (2002-08-17)
Monocyte cells are exposed to a range of reactive oxygen species (ROS) when they are recruited to a site of inflammation. In this study, we have examined the damage caused to the monocyte-like cell line U937 by peroxyl radicals and
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