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N3386

Sigma-Aldrich

D-(+)-Neopterin

≥97.5% (sum of enantiomers, HPLC)

Synonym(s):

D-erythro-Neopterin

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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

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. It is found in significant amounts in the urine of cancer patients.

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]

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

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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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)
Ferroptosis is induced following siramesine and lapatinib treatment of breast cancer cells.
Ma S, et al.
Cell Death & Disease, 7(7), e2307-e2307 (2016)
Pteridine analysis in urine by capillary electrophoresis using laser-induced fluorescence detection.
Han F, et al.
Analytical Chemistry, 71(7), 1265-1269 (1999)
Bohuslav Melichar et al.
Anticancer research, 32(9), 4077-4084 (2012-09-21)
To investigate the relation between intima-media thickness (IMT) and laboratory parameters of atherosclerosis risk in patients with breast carcinoma. IMT and a panel of laboratory parameters associated with the risk of atherosclerosis were studied in 192 patients with histologically-verified breast
N Iu Kon'kova
Eksperimental'naia i klinicheskaia gastroenterologiia = Experimental & clinical gastroenterology, (6)(6), 123-126 (2013-02-14)
The study included 71 children with chronic gastroduodenitis aged 5-17 years. PCR DNA was determined by the presence of Helicobacter pylori, human papilloma virus high cancer risk 16, 18 types (HPV), herpes simplex 1 and type 2 (HSV), cytomegalovirus (CMV)
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