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N3386

Sigma-Aldrich

D-(+)-Neopterin

≥97.5% (sum of enantiomers, HPLC)

Synonym(s):

D-erythro-Neopterin

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$78.30
25 MG
$146.00
100 MG
$222.50

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10 MG
$78.30
25 MG
$146.00
100 MG
$222.50

About This Item

Empirical Formula (Hill Notation):
C9H11N5O4
CAS Number:
2009-64-5
Molecular Weight:
253.21
Beilstein/REAXYS Number:
89070
EC Number:
217-924-7
MDL number:
MFCD00042801
UNSPSC Code:
12352005
PubChem Substance ID:
57654449
NACRES:
NA.22

$78.30

In StockDetails

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Quality Level

200

assay

≥97.5% (sum of enantiomers, HPLC)

form

powder

storage temp.

2-8°C

SMILES string

Nc1nc(O)c2nc(cnc2n1)[C@H](O)[C@H](O)CO

InChI

1S/C9H11N5O4/c10-9-13-7-5(8(18)14-9)12-3(1-11-7)6(17)4(16)2-15/h1,4,6,15-17H,2H2,(H3,10,11,13,14,18)/t4-,6+/m1/s1

InChI key

BMQYVXCPAOLZOK-XINAWCOVSA-N

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General description

D-(+)-Neopterin is a pteridine derivative, naturally found in Dictyostelium discoideum.[1] It is found in significant amounts in the urine of cancer patients.[2]

Application

D-(+)-Neopterin has been used as a NADPH oxidase inhibitor while assessing the ability of NADPH oxidases in breast cancer cells to produce reactive oxygen species (ROS). [NADPH= nicotinamide adenine dinucleotide phosphate][3]

Biochem/physiol Actions

Pterin cofactor; precursor of BH4 (tetrahydrobiopterin).

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5614
BCCJ6801
BCCF9657
BCCF2329
BCCD1189

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Dictyopterin, 6-(d-threo-1,2-dihydroxypropyl)-pterin, a new natural isomer of L-biopterin.
Klein R, et al.
European Journal of Biochemistry, 187(3), 665-669 (1990)
Pteridine analysis in urine by capillary electrophoresis using laser-induced fluorescence detection.
Han F, et al.
Analytical Chemistry, 71(7), 1265-1269 (1999)
Ferroptosis is induced following siramesine and lapatinib treatment of breast cancer cells.
Ma S, et al.
Cell Death & Disease, 7(7), e2307-e2307 (2016)
R Caruso et al.
Clinical biochemistry, 46(1-2), 94-98 (2012-10-30)
Neopterin, a marker of inflammation and monocyte activation, is found increased in patients with heart failure (HF). This study investigates whether neopterin levels correlate with left ventricular (LV) remodeling and brain natriuretic peptide (BNP), a marker of cardiac stress, in
Petra Holečková et al.
International journal for vitamin and nutrition research. Internationale Zeitschrift fur Vitamin- und Ernahrungsforschung. Journal international de vitaminologie et de nutrition, 82(2), 77-84 (2012-10-16)
High serum or urinary neopterin concentrations are associated with poor prognosis in patients with tumors of different primary locations, but reports on neopterin in patients with head and neck carcinoma are relatively less numerous. It has been established that decreased
View All Related Papers

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