D-(+)-NEOPTERIN

D-(+)-NEOPTERIN
  • CAS No.:2009-64-5
Other grades of this product :
D-(+)-NEOPTERIN Basic information
Product Name:D-(+)-NEOPTERIN
Synonyms:(+)-NEOPTERIN;2-Amino-6-((1S;3-trihydroxypropyl)pteridin-4(3H)-one;2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinone;NEOPTERIN;D-(+)-NEOPTERIN;D(+)-6-(ERYTHRO-1,2,3-TRIHYDROXYPROPYL)PTERIN;D-ERYTHRO-NEOPTERIN
CAS:2009-64-5
MF:C9H11N5O4
MW:253.21
EINECS:217-924-7
Product Categories:Bases & Related Reagents;Heterocycles;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
Mol File:2009-64-5.mol
D-(+)-NEOPTERIN Chemical Properties
Melting point >232°C (dec.)
alpha D25 +45 ± 3° (c = 0.3 in 0.1N HCl)
Boiling point 396.41°C (rough estimate)
density 1.3957 (rough estimate)
refractive index 1.7610 (estimate)
storage temp. 2-8°C
solubility Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly)
form Off-white to yellow solid.
pka12.60±0.20(Predicted)
color Light Orange to Light Brown
Merck 13,6490
BRN 89070
Stability:Hygroscopic
InChIKeyBMQYVXCPAOLZOK-XINAWCOVSA-N
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 3
23
HS Code 29335990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
D-(+)-NEOPTERIN Usage And Synthesis
DescriptionNeopterin is a pyrazino-pyrimidine compound derived from GTP that represents an intermediate product in the synthetic pathway of biopterin and is an essential cofactor in neurotransmitter synthesis. Neopterin is released from macrophages upon immune stimulation with interferon-γ from activated T cells. It is routinely used as a biochemical tool to screen for and monitor the progression of certain diseases accompanied by hyperimmune stimulation.
Chemical Propertiesoff-white to yellow solid
UsesPrecursor in the biosynthesis of Biopterin. First isolated from the pupae of bees.
UsesD-(+)-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]
General DescriptionD-(+)-Neopterin is a pteridine derivative, naturally found in Dictyostelium discoideum. It is found in significant amounts in the urine of cancer patients.
Biochem/physiol ActionsPterin cofactor; precursor of BH4 (tetrahydrobiopterin).
Purification MethodsPurification is as for biopterin. Also purify it on a Dowex-1 x 8 (formate form) column and elute with 0.03M ammonium formate buffer pH 8.0 then pH 7.2. The fluorescent neopterin fraction is evaporated under reduced pressure, leaving neopterin and ammonium formate (the latter sublimes out at high vacuum) behind. Stir the residue for 24hours with EtOH, collect the solid and recrystallise it from H2O. [Viscontini et al. Helv Chim Acta 53 1202 1970, cf Wachter et al. Eds Neopterin W de Gruyter, Berlin 1992, ISBN 9783110117905, Beilstein 26 IV 4038.]
D-(+)-NEOPTERIN Preparation Products And Raw materials

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