Tetrahydrobiopterin

• CAT Number: M088419
• CAS Number: 17528-72-2
• Molecular Formula: C9H15N5O3
• Molecular Weight: 241.25
• Purity: ≥95%
• Target: Metabolic Enzyme/Protease
• Storage: -20°C
• IUPAC Name: 2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-3H-pteridin-4-one
• InChI: InChI=1S/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)
• InChIKey: FNKQXYHWGSIFBK-UHFFFAOYSA-N

Tetrahydrobiopterin (CAT: M088419) is a naturally occurring essential cofactor of the three aromatic amino acid hydroxylase enzymes, used in the degradation of amino acid phenylalanine and in the biosynthesis of the neurotransmitters serotonin (5-hydroxytryptamine, 5-HT), melatonin, dopamine, norepinephrine (noradrenaline), epinephrine (adrenaline), and is a cofactor for the production of nitric oxide (NO) by the nitric oxide synthases.

Reference

1:Tetrahydrobiopterin activates brown adipose tissue and regulates systemic energy metabolism. Oguri Y, Fujita Y, Abudukadier A, Ohashi A, Goto T, Furuya F, Obara A, Fukushima T, Matsuo N, Kim M, Hosokawa M, Kawada T, Hasegawa H, Inagaki N.JCI Insight. 2017 May 4;2(9). pii: 91981. doi: 10.1172/jci.insight.91981. [Epub ahead of print] PMID: 28469071 Free PMC Article
2:Does endothelial tetrahydrobiopterin control the endothelial nitric oxide coupling state in arterial resistance arteries? Münzel T, Daiber A.Br J Pharmacol. 2017 Apr 21. doi: 10.1111/bph.13827. [Epub ahead of print] No abstract available. PMID: 28430355
3:Corrigendum: Intestinal microbiota as a tetrahydrobiopterin exogenous source in hph-1 mice. Belik J, Shifrin Y, Arning E, Bottiglieri T, Pan J, Daigneault MC, Allen-Vercoe E.Sci Rep. 2017 Apr 11;7:44161. doi: 10.1038/srep44161. No abstract available. PMID: 28398297 Free PMC Article
4:Tetrahydrobiopterin deficiency in the pathogenesis of Fabry disease. Shen JS, Arning E, West ML, Day TS, Chen S, Meng XL, Forni S, McNeill N, Goker-Alpan O, Wang X, Ashcraft P, Moore DF, Cheng SH, Schiffmann R, Bottiglieri T.Hum Mol Genet. 2017 Mar 15;26(6):1182-1192. doi: 10.1093/hmg/ddx032. PMID: 28158561
5:A key role for tetrahydrobiopterin-dependent endothelial NOS regulation in resistance arteries: studies in endothelial cell tetrahydrobiopterin-deficient mice. Chuaiphichai S, Crabtree MJ, Mcneill E, Hale AB, Trelfa L, Channon KM, Douglas G.Br J Pharmacol. 2017 Apr;174(8):657-671. doi: 10.1111/bph.13728. Epub 2017 Mar 13. PMID: 28128438 Free PMC Article
6:A novel role for endothelial tetrahydrobiopterin in mitochondrial redox balance. Bailey J, Shaw A, Fischer R, Ryan BJ, Kessler BM, McCullagh J, Wade-Martins R, Channon KM, Crabtree MJ.Free Radic Biol Med. 2017 Mar;104:214-225. doi: 10.1016/j.freeradbiomed.2017.01.012. Epub 2017 Jan 17. PMID: 28104455 Free PMC Article
7:Intestinal microbiota as a tetrahydrobiopterin exogenous source in hph-1 mice. Belik J, Shifrin Y, Arning E, Bottiglieri T, Pan J, Daigneault MC, Allen-Vercoe E.Sci Rep. 2017 Jan 12;7:39854. doi: 10.1038/srep39854. PMID: 28079055 Free PMC Article
8:Tetrahydrobiopterin contributes to the proliferation of mesangial cells and accumulation of extracellular matrix in early-stage diabetic nephropathy. Wang J, Yang Q, Nie Y, Guo H, Zhang F, Zhou X, Yin X.J Pharm Pharmacol. 2017 Feb;69(2):182-190. doi: 10.1111/jphp.12677. Epub 2016 Dec 29. PMID: 28033650
9:Shear stress-mediated upregulation of GTP cyclohydrolase/tetrahydrobiopterin pathway ameliorates hypertension-related decline in reendothelialization capacity of endothelial progenitor cells. Bai YP, Xiao S, Tang YB, Tan Z, Tang H, Ren Z, Zeng H, Yang Z.J Hypertens. 2017 Apr;35(4):784-797. doi: 10.1097/HJH.0000000000001216. PMID: 28033126
10:[Effects of tetrahydrobiopterin on the angiogenesis in hepatocellular carcinoma]. Dai YG, Gan P, Li WM, Yao Q, Li Y, Pei B, Cui J.Zhonghua Zhong Liu Za Zhi. 2016 Nov 23;38(11):806-811. doi: 10.3760/cma.j.issn.0253-3766.2016.11.002. Chinese. PMID: 27998437