猩红酸
中文名称:
猩红酸
中文同义词:
腥红酸;6,6-(1,3-亚脲基)双(1,1-萘酚)-3,3-磺酸;猩红酸;7,7-(羰基二亚氨基)二(4-羟基-2-萘磺酸)
英文名称:
6,6-Ureylene-bis(1-naphthol-3-sulfonic acid)
英文同义词:
4,4-dihydroxy-7,7-ureylenedi(naphthalene-2-sulphonic acid);7,7-(Carbonyldiimino)bis[4-hydroxy-2-naphthalenesulfonic acid];6,6-ureylene-bis(1-naphthol-3-sulfonic acid);phosgenated;N,N-bis(4-hydroxy-2-sulfonaphthalene-7-yl)urea;7,7-Ureylenebis(4-hydroxy-2-naphthalenesulfonic acid);N,N-Bis[6-(1-naphthol-3-sulfonic acid)]urea;6,6-ureylenbis-1-naphthol-3-sulfonic acid
CAS号:
134-47-4
分子式:
C21H16N2O9S2
分子量:
504.49
EINECS号:
205-142-9
相关类别:
化工原料;染料中间体;Intermediates of Dyes and Pigments
Mol文件:
134-47-4.mol
密度
1.798±0.06 g/cm3(Predicted)
酸度系数(pKa)
-0.17±0.40(Predicted)
CAS 数据库
134-47-4(CAS DataBase Reference)
EPA化学物质信息
7,7-(Carbonyldiimino)bis[4-hydroxy-2-naphthalenesulfonic acid] (134-47-4)
生物活性
AMI-1 free acid 是一种有效的，细胞渗透性的，可逆的蛋白精氨酸 N-甲基转移酶 (PRMTs) 抑制剂，对人 PRMT1 和酵母 Hmt1p 作用的 IC50 值分别为 8.8 μM 和 3.0 μM。AMI-1 free acid 通过阻断肽-底物结合对 PRMTs 发挥抑制作用。
靶点
Target Value
HMT
()
human PRMT1
()
yeast Hmt1p
(Cell-free assay) 3.0 μM
Target
Value
HMT
()
human PRMT1
()
yeast Hmt1p
(Cell-free assay)
3.0 μM
体外研究
AMI-1 free acid can inhibit the in vitro methylation reactions performed by all five recombinantly active PRMTs (PRMT1, -3, -4, and -6 and Hmt1p).
AMI-1 free acid not only inhibits type I PRMTs (PRMT1, 3, 4 and 6) but also type II PRMT5.
AMI-1 free acid specifically inhibits arginine, but not lysine, methyltransferase activity in vitro and does not compete for the AdoMet binding site.
AMI-1 free acid inhibits methylation of GFP-Npl3 and cellular proteins.
AMI-1 free acid (0.6-2.4 mM; 48-96 hours) inhibits the cell viability of sarcoma in S180 and U2OS cells in a time-dependent and dose-dependent manner in vitro.
AMI-1 free acid (1.2-2.4 mM; 48-72 hours) reduces S180 cell viability through the induction of cell apoptosis.
Cell Viability Assay
Cell Line: S180 cells, U2OS cells
Concentration: 0.6 mM, 1.2 mM, 2.4 mM
Incubation Time: 48 hours, 72 hours, 96 hours
Result: Inhibited the cell viability.
Apoptosis Analysis
Cell Line: S180 cells
Concentration: 1.2 mM, 2.4 mM
Incubation Time: 48 hours, 72 hours
Result: Increased the percentages of cells undergoing apoptosis.
Cell Line:
S180 cells, U2OS cells
Concentration:
0.6 mM, 1.2 mM, 2.4 mM
Incubation Time:
48 hours, 72 hours, 96 hours
Result:
Inhibited the cell viability.
Cell Line:
S180 cells
Concentration:
1.2 mM, 2.4 mM
Incubation Time:
48 hours, 72 hours
Result:
Increased the percentages of cells undergoing apoptosis.
体内研究
AMI-1 free acid (0.5 mg; intratumorally; daily; for 7 days) inhibits S180 viability in vivo.
AMI-1 free acid (0.5 mg; intratumorally; daily; for 7 days) downregulates PRMT5 but does not regulate the expression of PRMT7 in a tumor xenograft model.
AMI-1 free acid (0.5 mg; intratumorally; daily; for 7 days) decreases the levels of H4R3me2s and H3R8me2s in a tumor xenograft model.
Animal Model: 6-7 weeks old male Kunming mice (18-22 g), with S180 cells xenograft
Dosage: 0.5 mg
Administration: Intratumorally, daily, for 7 days
Result: Decreased tumor weight.
Animal Model:
6-7 weeks old male Kunming mice (18-22 g), with S180 cells xenograft
Dosage:
0.5 mg
Administration:
Intratumorally, daily, for 7 days
Result:
Decreased tumor weight.
用途
为偶氮染料用的中间体，用于制造直接橙S、直接耐酸大红4BS等
