(D)-(+)-Neopterin - CAS 2009-64-5
Category: Inhibitor
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Molecular Formula:
C9H11N5O4
Molecular Weight:
253.21
COA:
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Targets:
Cytokine Receptor | NF-κB
Description:
Neopterin, a pyrazino-pyrimidine compound derived from GTP, n is a precursor of tetrahydrobiopterin and can be used as a biochemical marker indicative of cell proliferation. Neopterin is synthesized in response to interferon-γ stimulation, and used as a marker of T helper cell-induced immune activation. Neopterin is also an indicator of oxidative stress, and modulates the effects of reactive oxygen species (ROS).
Purity:
≥98% by HPLC
Appearance:
White solid
Synonyms:
2-Amino-6-[(1S,2R)-1,2,3-trihydroxypropyl]-4(3H)-pteridinone; Neopterin; 2-Amino-4-hydroxy-6-(1,2,3-trihydroxypropyl)pteridine; 2-Amino-6-((1S,2R)-1,2,3-trihydroxypropyl)-4(8H)-pteridone; 6-D-erythro-Neopterin; D-(+)-Neopterin; D-erythro-Neopterin
Solubility:
DMSO to 20 mM with gentle warming
Storage:
Store in a cool and dry place (or refer to the Certificate of Analysis).
MSDS:
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InChIKey:
BMQYVXCPAOLZOK-XINAWCOVSA-N
InChI:
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
Canonical SMILES:
C1=C(N=C2C(=N1)NC(=NC2=O)N)C(C(CO)O)O
1.Nitrite, neopterin levels and tryptophan degradation in allergic conjunctivitis.
Cinici E;Palabiyik SS;Sipahi H;Baydar T Int Ophthalmol. 2017 Aug 4. doi: 10.1007/s10792-017-0669-1. [Epub ahead of print]
PURPOSE: ;The study aims to evaluate changes in neopterin levels and tryptophan degradation which are induced by Th1-type immune response and nitric oxide metabolism which may be involved in allergic inflammation.;METHODS: ;Serum nitrite, kynurenine, tryptophan and neopterin levels were evaluated in 36 patients with seasonal allergic conjunctivitis, along with these values in 41 healthy subjects. All these parameters have been compared with symptom and sign scores.;RESULTS: ;Tryptophan and kynurenine concentrations were not significantly changed, while serum nitrite concentrations were significantly low, and neopterin levels were significantly increased in patients compared to healthy subjects (p < 0.05). There was a significant relationship between symptom scores and serum nitrite levels in patients.;CONCLUSIONS: ;This preliminary study demonstrates that serum nitric oxide metabolism might have a role in allergic conjunctivitis. Serum neopterin levels but not tryptophan metabolism could serve as a biomarker in patients with seasonal allergic conjunctivitis.
2.Stimulation of human nitric oxide synthase by tetrahydrobiopterin and selective binding of the cofactor.
Klatt P;Heinzel B;Mayer B;Ambach E;Werner-Felmayer G;Wachter H;Werner ER FEBS Lett. 1992 Jun 29;305(2):160-2.
To check the stimulatory potency of the tetrahydro forms of the two major pteridines occurring in human tissues, neopterin and biopterin, NO synthase was purified 6000-fold from human cerebellum. Tetrahydrobiopterin stimulated the activity up to 4.5-fold in a concentration dependent manner with a maximum above 1 microM, whereas tetrahydroneopterin was completely inactive in concentrations up to 100 microM. Tetrahydrobiopterin, but not neopterin derivatives, were copurified with the NO synthase activity. Our results demonstrate that human cerebellum contains a tetrahydrobiopterin dependent NO synthase activity.
3.Novel mutations in the guanosine triphosphate cyclohydrolase 1 gene associated with DYT5 dystonia.
Ohta E;Funayama M;Ichinose H;Toyoshima I;Urano F;Matsuo M;Tomoko N;Yukihiko K;Yoshino S;Yokoyama H;Shimazu H;Maeda K;Hasegawa K;Obata F Arch Neurol. 2006 Nov;63(11):1605-10.
OBJECTIVES: ;To better understand the relationship between mutation of the guanosine triphosphate cyclohydrolase I (GCH1) gene and the etiology of DYT5 dystonia and to accumulate data on the mutation in the Japanese population for genetic diagnosis of the disease.;SETTING: ;Japanese population. Patients Eight Japanese patients with suspected DYT5 dystonia were analyzed. Intervention Direct genomic sequencing of 6 exons of GCH1 was performed.;MAIN OUTCOME MEASURES: ;For patients who did not exhibit any abnormality in the sequence analysis, the possibility of exon deletions was examined. In cases for which cerebrospinal fluid was available, the concentrations of neopterin and biopterin were measured as an index of GCH1 enzyme activity.;RESULTS: ;In 2 patients, we found a new T106I mutation in exon 1 of GCH1, a position involved in the helix-turn-helix structure of the enzyme. In the third patient, we found a new mutation (a 15-base pair nucleotide deletion) in exon 5 that may cause a frameshift involving the active site. In the fourth patient, we detected a known nucleotide G>A substitution in the splice site of intron 5, which has been reported to produce exon 5-skipped messenger RNA.
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CAS 2009-64-5 (D)-(+)-Neopterin

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