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7,8-dihydro-L-Biopterin Sale

(Synonyms: 7,8-二氢生物蝶呤) 目录号 : GC10533

A precursor in the synthesis of BH4

7,8-dihydro-L-Biopterin Chemical Structure

Cas No.:6779-87-9

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Sample solution is provided at 25 µL, 10mM.

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产品描述

7,8-dihydro-l-biopterin (BH2), an analogue of the natural cofactor BH4, is a precursor in the synthesis of BH4 [1].

Tetrahydrobiopterin (BH4) is a key redox-active cofactor involved in endothelial isoform of NO synthase (eNOS) catalysis. BH4 is an important determinant of NO-dependent signaling pathways. Oxidation of BH4 has been observed in vascular cells in the setting of the oxidative stress associated with diabetes [1,2].

In cultured aortic endothelial cells, supplementation with BH2 abolished VEGF-induced NO production. DHFR but not GTPCH1 knockdown increased reactive oxygen species (ROS) production. BH2 abolished the increase in ROS production induced by DHFR knockdown. Intracellular BH2, as well as the relative concentrations of BH4 and BH2, together play a determining role in the redox regulation of eNOS-modulated endothelial responses [2]. 7,8-dihydro-L-biopterin was a reduced form of pterins. Pterins noncompetitively inhibited rat liver GTP cyclohydrolase I activity. 7,8-dihydro-L-biopterin exhibited approximately 12-times more potent than oxidized pterins. The Ki values for 7,8-dihydro-L-biopterin was 14.4 μM [1].

References:
[1] Shen R, Alam A, Zhang Y.  Inhibition of GTP cyclohydrolase I by pterins[J]. Biochimica et Biophysica Acta (BBA)-General Subjects, 1988, 965(1): 9-15.
[2] Sugiyama T, Levy B D, Michel T.  Tetrahydrobiopterin recycling, a key determinant of endothelial nitric-oxide synthase-dependent signaling pathways in cultured vascular endothelial cells[J]. Journal of Biological Chemistry, 2009, 284(19): 12691-12700.

Chemical Properties

Cas No. 6779-87-9 SDF
别名 7,8-二氢生物蝶呤
化学名 2-amino-6-((1R,2S)-1,2-dihydroxypropyl)-7,8-dihydropteridin-4(1H)-one
Canonical SMILES NC(N(C1=C2N=C(CN1[H])[C@H]([C@H](C)O)O)[H])=NC2=O
分子式 C9H13N5O3 分子量 239.23
溶解度 Water: Sparingly soluble 储存条件 Store at -20°C
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1 mM 4.1801 mL 20.9004 mL 41.8008 mL
5 mM 0.836 mL 4.1801 mL 8.3602 mL
10 mM 0.418 mL 2.09 mL 4.1801 mL
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