T4425
（6R）-5,6,7,8-四氢生物蝶呤 二盐酸盐
≥98% (HPLC), powder
别名:
（6R）-BH4
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关于此项目
经验公式（希尔记法）:
C9H15N5O3 · 2HCl
化学文摘社编号:
分子量:
314.17
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
（6R）-5,6,7,8-四氢生物蝶呤 二盐酸盐,
SMILES string
Cl.Cl.C[C@H](O)[C@H](O)[C@H]1CNC2=C(N1)C(=O)NC(N)=N2
InChI
1S/C9H15N5O3.2ClH/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);2*1H/t3-,4+,6-;;/m0../s1
InChI key
RKSUYBCOVNCALL-NTVURLEBSA-N
solubility
water, oxygen free: soluble 19.60-20.40 mg/mL, clear to slightly hazy, colorless to faintly yellow
storage temp.
−20°C
Quality Level
Gene Information
human ... PAH(5053)
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Application
(6R)-BH4作为缓冲液组成部分，用于测定小鼠脑组织中酪氨酸羟化酶的活性。(6R)-BH4还被视为通过荧光- α葡糖苷酶测定法从LOPAC库中确定为激活剂化合物。
Biochem/physiol Actions
缺乏四氢生物蝶呤可能导致高苯丙氨酸血症。诸如帕金森氏症′、自闭症、抑郁症和阿尔茨海默症′等疾病都表明脑脊液中四氢生物蝶呤的浓度很低。这种辅酶参与多巴胺(DA)的合成。
Features and Benefits
General description
四氢生物蝶呤是苯丙氨酸羟化酶、酪氨酸羟化酶、色氨酸羟化酶、一氧化氮合酶和烷基甘油单加氧酶的天然辅助因子。
Preparation Note
（6R）-5，6，7，8-四氢生物蝶呤二盐酸盐（（6R）-BH4）可溶于19.60 - 20.40毫克/毫升的无氧水中，并产生一种清澈至微混浊、无色至淡黄色的溶液。
Rebecca Ebenhoch et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(50), 31838-31849 (2020-11-25)
Guanosine triphosphate (GTP) cyclohydrolase I (GCH1) catalyzes the conversion of GTP to dihydroneopterin triphosphate (H2NTP), the initiating step in the biosynthesis of tetrahydrobiopterin (BH4). Besides other roles, BH4 functions as cofactor in neurotransmitter biosynthesis. The BH4 biosynthetic pathway and GCH1
Katja Schmitz et al.
Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics, 18(3), 1862-1879 (2021-04-13)
Depletion of the enzyme cofactor, tetrahydrobiopterin (BH4), in T-cells was shown to prevent their proliferation upon receptor stimulation in models of allergic inflammation in mice, suggesting that BH4 drives autoimmunity. Hence, the clinically available BH4 drug (sapropterin) might increase the
E R Werner et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 203(1), 1-12 (1993-05-01)
Biosynthesis of tetrahydrobiopterin starts from guanosine triphosphate by the action of guanosine triphosphate cyclohydrolase I, which yields the first intermediate, 7,8-dihydroneopterin triphosphate. This compound is then converted by subsequent enzymes, 6-pyruvoyl tetrahydropterin synthase and sepiapterin reductase, to tetrahydrobiopterin, the biologically
José Carlos Rivera et al.
Journal of neuroinflammation, 14(1), 181-181 (2017-09-07)
Tetrahydrobiopterin (BH4) is an essential cofactor in multiple metabolic processes and plays an essential role in maintaining the inflammatory and neurovascular homeostasis. In this study, we have investigated the deleterious effects of BH4 deficiency on retinal vasculature during development. hph-1
Pteridines
Colette DS, et al.
reference module in biomedical sciences (2018)
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