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D-(+)-NEOPTERIN

CAS No.
2009-64-5
Chemical Name:
D-(+)-NEOPTERIN
Synonyms
NEOPTERIN;(+)-NEOPTERIN;D-erythro-Form;2-Amino-6-((1S;D-(+)-NEOPTERIN;Neopterin (7CI);D(+)-Neopterin,99%;D-ERYTHRO-NEOPTERIN;D-(PLUS)-NEOPTERINE;D(+)-Neopterin, 99% 10MG
CBNumber:
CB2734079
Molecular Formula:
C9H11N5O4
Molecular Weight:
253.21
MDL Number:
MFCD00042801
MOL File:
2009-64-5.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

D-(+)-NEOPTERIN 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.
pka 12.60±0.20(Predicted)
color Light Orange to Light Brown
Merck 13,6490
BRN 89070
Stability Hygroscopic
InChIKey BMQYVXCPAOLZOK-XINAWCOVSA-N
FDA UNII 9PLD60N7SO

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  3
23
HS Code  29335990
NFPA 704
0
2 0

D-(+)-NEOPTERIN price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N3386 D-(+)-Neopterin ≥97.5% (sum of enantiomers, HPLC) 2009-64-5 10mg $76 2024-03-01 Buy
Sigma-Aldrich N3386 D-(+)-Neopterin ≥97.5% (sum of enantiomers, HPLC) 2009-64-5 25mg $142 2024-03-01 Buy
Cayman Chemical 12057 Neopterin ≥98% 2009-64-5 10mg $36 2024-03-01 Buy
Cayman Chemical 12057 D-Neopterin ≥98% 2009-64-5 25mg $68 2024-03-01 Buy
Cayman Chemical 12057 Neopterin ≥98% 2009-64-5 50mg $117 2024-03-01 Buy
Product number Packaging Price Buy
N3386 10mg $76 Buy
N3386 25mg $142 Buy
12057 10mg $36 Buy
12057 25mg $68 Buy
12057 50mg $117 Buy

D-(+)-NEOPTERIN Chemical Properties,Uses,Production

Description

Neopterin 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 Properties

off-white to yellow solid

Uses

Precursor in the biosynthesis of Biopterin. First isolated from the pupae of bees.

Uses

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]

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.

Biochem/physiol Actions

Pterin cofactor; precursor of BH4 (tetrahydrobiopterin).

storage

Store at -20°C

Purification Methods

Purification 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

Raw materials

Preparation Products

D-(+)-NEOPTERIN Suppliers

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1-(2-amino-4-hydroxy-pteridin-6-yl)propane-1,2,3-triol 2-Amino-6-[(1R,2S)-1,2,3-trihydroxypropyl]pteridin-4(1H)-one D(+)-Neopterin,99% D(+)-Neopterin, 99% 10MG 2-AMino-6-[(1S,2R)-1,2,3-trihydroxypropyl]- D-(+)-Neopterin >=97.5% (suM of enantioMers, HPLC) D-erythro-Form (+)-NEOPTERIN NEOPTERIN D-(+)-NEOPTERIN D(+)-6-(ERYTHRO-1,2,3-TRIHYDROXYPROPYL)PTERIN D-ERYTHRO-NEOPTERIN [S-(R*,S*)]-2-amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-one D-(PLUS)-NEOPTERINE D-Neopterin [D-erythro-Neopterin] 2-Amino-6-((1S,2R)-1,2,3-trihydroxypropyl)pteridin-4(3H)-one 4(3H)-Pteridinone, 2-amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]- 2-Amino-6-((1S 3-trihydroxypropyl)pteridin-4(3H)-one 2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinone Neopterin (7CI) inhibit,Endogenous Metabolite,Inhibitor,Neopterin Sapropterin Impurity 22 (D-Neopterin) 2009-64-5 Chiral Building Blocks Asymmetric Synthesis Heterocyclic Building Blocks Others Bases & Related Reagents Heterocycles Intermediates & Fine Chemicals Nucleotides Pharmaceuticals