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6736-58-9

中文名稱 3-脫氮腺苷
英文名稱 3-DEAZAADENOSINE
CAS 6736-58-9
分子式 C11H14N4O4
分子量 266.25
MOL 文件 6736-58-9.mol
更新日期 2024/10/24 11:27:54
6736-58-9 結構式 6736-58-9 結構式

基本信息

中文別名
3-氮雜腺
3-氮雜腺苷
3-脫氮腺苷
3-DEAZA-腺苷
4-氨基-1-BETA-D-呋喃核糖基-1H-咪唑并[4,5-C]吡啶
英文別名
C3-Ado
NSC 167897
3-Deaza-rA
3-DEAZAADENOSINE
3-Deaza-D-adenosine
3-Deazaadenosine ,98%
1-β-D-Ribofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine
4-Amino-1-(D-ribofuranosyl)-1H-imidazo(4,5)-pyridine
4-Amino-1-beta-D-ribofuranosyl-1H-imidazo[4,5-c]pyridine
1H-Imidazo4,5-cpyridin-4-amine, 1-.beta.-D-ribofuranosyl-
所屬類別
生物化工:核苷中間體

物理化學性質

熔點228-229°C
沸點665.7±65.0 °C(Predicted)
密度1.90±0.1 g/cm3 (20 ºC 760 Torr)
儲存條件2-8°C
溶解度H2O: 10 mg/mL with heating to 60 °C
酸度系數(shù)(pKa)13.24±0.70(Predicted)
形態(tài)固體
顏色白色至灰白色

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS06
警示詞危險
安全說明24/25
危險品運輸編號2811
WGK Germany3
危險等級6.1(a)
包裝類別II
海關編碼29419090

圖譜信息

常見問題列表

生物活性
3-Deazaadenosine 是一種 S-腺苷高半胱氨酸水解酶 (S-adenosylhomocysteine hydrolase) 抑制劑,Ki 值為 3.9 μM;3-Deazaadenosine 具有抗炎、抗增殖、抗 HIV 等活性。
靶點

IC50: 0.15 (HIV-1, A012 isolate), 0.20 μM (HIV-1, A018 isolate)
Ki: 3.9 μM (S-adenosylhomocysteine hydrolase)

體外研究

3-Deazaadenosine is an inhibitor of S-adenosylhomocysteine hydrolase, with a K i of 3.9 μM. 3-Deazaadenosine shows anti-HIV effect, and inhibits p24 antigen in peripheral blood mononuclear (PBMCs) cells infected with HIV-1 isolates (A012 and A018) with IC 50 s of 0.15 and 0.20 μM, respectively. 3-Deazaadenosine (1-100 μM) inhibits LPS-induced expression of TNF-α mRNA, increases DNA binding activity of NF-κB, and causes proteolytic degradation of IκBα, but Not IκBβ in RAW 264.7 cells. 3-Deazaadenosine (100 μM) enhances nuclear translocation of NF-κB, but blocks LPS-induced NF-κB transcriptional activity, and such inhibition is augmented by the addition of homocysteine. 3-Deazaadenosine (50, 100 μM) dose-dependently inhibits the phosphorylation of Raf and ERK, protein-dependent kinase 1, protein kinase B (Akt), and forkhead transcription factor FoxO1a. 3-Deazaadenosine (50 μM) suppresses vascular smooth muscle cell (VSMC) proliferation via interfering with Ras signaling.

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