N3386
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:
Molecular Weight:
253.21
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-924-7
Beilstein/REAXYS Number:
89070
MDL number:
Assay:
≥97.5% (sum of enantiomers, HPLC)
Form:
powder
InChI key
BMQYVXCPAOLZOK-XINAWCOVSA-N
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
SMILES string
Nc1nc(O)c2nc(cnc2n1)[C@H](O)[C@H](O)CO
assay
≥97.5% (sum of enantiomers, HPLC)
form
powder
storage temp.
2-8°C
Quality Level
Related Categories
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).
signalword
Warning
hcodes
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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Pteridine analysis in urine by capillary electrophoresis using laser-induced fluorescence detection.
Han F, et al.
Analytical Chemistry, 71(7), 1265-1269 (1999)
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)
O B Federiakina et al.
Klinicheskaia laboratornaia diagnostika, (3)(3), 13-15 (2013-07-03)
The study had a purpose to evaluate the level of serum neopterin in the process of adaptation of healthy newborns to postnatal life. The dynamic clinical monitoring and comparative analysis was applied to determine the level of neopterin in serum
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
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