tetralithium(1+) ion [(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[dioxido(sulfanylidene)-λ5-phosphanyl phosphonato]oxy}phosphonate

• ChemBase编号: 133362
• 分子式: C10H12Li4N5O13P3S
• 平均质量: 562.978263
• 单一同位素质量: 563.00053456
• SMILES: [Li+].[Li+].[Li+].[Li+].c1nc2c(=O)[nH]c(nc2n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)([O-])OP(=S)([O-])[O-])O)O)N
• Canonical SMILES: O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=S)([O-])[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1nc(N)[nH]c2=O.[Li+].[Li+].[Li+].[Li+]
• InChI: InChI=1S/C10H16N5O13P3S.4Li/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(26-9)1-25-29(19,20)27-30(21,22)28-31(23,24)32;;;;/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H,21,22)(H2,23,24,32)(H3,11,13,14,18);;;;/q;4*+1/p-4/t3-,5-,6-,9-;;;;/m1..../s1
• InChIKey: AMQXJFWJOAWCPV-ZVQJTLEUSA-J

名称和登记号

名称

• IUPAC标准名: tetralithium(1+) ion [(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl {[dioxido(sulfanylidene)-λ^5-phosphanyl phosphonato]oxy}phosphonate
• IUPAC传统名: tetralithium(1+) ion [(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [dioxido(sulfanylidene)-λ^5-phosphanyl phosphonato]oxyphosphonate
• 别名: GTPγS tetralithium salt; GTP-γ-S-Li4; Guanosine 5′-O-(3-thiotriphosphate) tetralithium salt; Guanosine 5′-[γ-thio]triphosphate tetralithium salt

登记号

• CAS号: 94825-44-2
• EC号: 305-606-1
• MDL号: MFCD00135151
• Beilstein号: 8182249
• PubChem SID: 162227639; 24895344
• PubChem CID: 16219452

理论计算性质

• Acid pKa: 0.9068175
• 质子受体: 13
• 质子供体: 4
• LogD (pH = 5.5): -9.706276
• LogD (pH = 7.4): -11.171074
• Log P: -2.8171282
• 摩尔折射率: 100.7439 cm^3
• 极化性: 41.085682 Å^3
• 极化表面积: 289.06 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: H2O: ≥75 mg/mL (Solutions are very unstable; prepare immediately prior to use.)
• 外观: off-white powder

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥75% (HPLC)
• 运输包装: dry ice

详细说明

Sigma Aldrich - G8634

Biochem/physiol Actions
GTP-γ-S is a non-hydrolyzable GTP analog, known for its role as a G-protein activator. It has recently been shown to protect proteins from proteolytic degradation, stimulate GLUT4 translocation in a tyrosine kinase-dependent manner, stimulate phospholipases and induce actin polymerization in vitro.