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37343

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:
1133875
MDL number:
MFCD00049358
UNSPSC Code:
12352106
PubChem Substance ID:
57649718
NACRES:
NA.25

Quality Level

100

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Barbara Wirleitner et al.
Clinical immunology (Orlando, Fla.), 107(3), 152-159 (2003-06-14)
Neopterin (Neo) and 7,8-dihydroneopterin (H(2)Neo) are produced by human monocyte-derived macrophages upon stimulation with IFN-gamma. Increased amounts of Neo and H(2)Neo in human body fluids are found in many disorders, including viral infections and autoimmune diseases. Recent data suggest that
Sarah K Baird et al.
Biochimica et biophysica acta, 1745(3), 361-369 (2005-08-09)
The atherosclerotic plaque is an inflammatory site where macrophage cells are exposed to cytotoxic oxidised low density lipoprotein (oxLDL). Interferon-gamma released from T-cells results in macrophage synthesis of 7,8-dihydroneopterin which has antioxidant and cytoprotective activity. Using the human derived monocyte-like
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
Elizabeth A Flavall et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 863(1), 167-171 (2008-02-01)
Measurement of plasma neopterin by HPLC with fluorescence detection is used clinically as a marker of immune cell activation in the management of a number of disease pathologies. HPLC analysis of neopterin requires the acidic removal of plasma proteins but
Zahra Mashhadi et al.
Biochemistry, 48(40), 9384-9392 (2009-09-15)
7,8-Dihydro-D-neopterin 2',3'-cyclic phosphate (H(2)N-cP) is the first intermediate in biosynthesis of the pterin portion of tetrahydromethanopterin (H(4)MPT), a C(1) carrier coenzyme first identified in the methanogenic archaea. This intermediate is produced from GTP by MptA (MJ0775 gene product), a new
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