D-(+)-NEOPTERIN Struktur

[S-(R,S)]-2-Amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-on

Bezeichnung:[S-(R*,S*)]-2-Amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-on

CAS-Nr2009-64-5

Englisch Name:D-(+)-NEOPTERIN

CBNumberCB2734079

SummenformelC9H11N5O4

Molgewicht253.21

MOL-Datei2009-64-5.mol

Synonyma

[S-(R*,S*)]-2-Amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-on

[S-(R*,S*)]-2-Amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	>232°C (dec.)
alpha	D25 +45 ± 3° (c = 0.3 in 0.1N HCl)
Siedepunkt	396.41°C (rough estimate)
Dichte	1.3957 (rough estimate)
Brechungsindex	1.7610 (estimate)
storage temp.	2-8°C
Löslichkeit	Aqueous Acid (Slightly, Sonicated), Aqueous Base (Slightly)
Aggregatzustand	Off-white to yellow solid.
pka	12.60±0.20(Predicted)
Farbe	Light Orange to Light Brown
Merck	13,6490
BRN	89070
Stabilität	Hygroscopic
InChIKey	BMQYVXCPAOLZOK-XINAWCOVSA-N

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26
WGK Germany	3
F	23
HS Code	29335990

Gefahreninformationscode (GHS)

D-(+)-NEOPTERIN Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
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.
Chemische Eigenschaften
off-white to yellow solid
Verwenden
Precursor in the biosynthesis of Biopterin. First isolated from the pupae of bees.
Verwenden
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]
Allgemeine Beschreibung
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).
Lager
Store at -20°C
läuterung methode
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.]

[S-(R,S)]-2-Amino-6-(1,2,3-trihydroxypropyl)-1H-pteridin-4-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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