Merck
  • 14530
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14530

Sigma-Aldrich

双苯并咪唑 H 33258

for fluorescence, ≥98.0% (HPLC)

Synonym(s):
BBIH, BXI-72, HOE 33258, Hoechst 33258, NSC334072, 烟酸己可碱 三盐酸盐, 甲嗪双苯咪酚 三盐酸盐
Empirical Formula (Hill Notation):
C25H24N6O · 3HCl
CAS Number:
Molecular Weight:
533.88
Beilstein:
4088183
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.32

等级

for fluorescence

质量水平

检测方案

≥98.0% (HPLC)

形式

powder

溶解性

water and ethanol: 10 mg/mL
H2O: soluble
ethanol: soluble

荧光

λex 338 nm; λem 505 nm (pH 7.0)
λex 355 nm; λem 465 nm in TE buffer; DNA

储存温度

2-8°C

SMILES string

Cl[H].Cl[H].Cl[H].[H]O[H].CN1CCN(CC1)c2ccc3NC(=NCc3c2)c4ccc5NC(=NCc5c4)c6ccc(O)cc6

InChI

1S/C27H28N6O.3ClH.H2O/c1-32-10-12-33(13-11-32)22-5-9-25-21(15-22)17-29-27(31-25)19-4-8-24-20(14-19)16-28-26(30-24)18-2-6-23(34)7-3-18;;;;/h2-9,14-15,34H,10-13,16-17H2,1H3,(H,28,30)(H,29,31);3*1H;1H2

InChI key

OWRSPPSBNWJJAR-UHFFFAOYSA-N

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This Item
B2883B115506880
assay

≥98.0% (HPLC)

assay

≥98% (HPLC and TLC)

assay

≥98% (HPLC and TLC)

assay

≥99.0% (TLC)

form

powder

form

powder

form

powder

form

powder or crystals

solubility

water and ethanol: 10 mg/mL, H2O: soluble, ethanol: soluble

solubility

H2O: 10 mg/mL, water and ethanol: 10 mg/mL, phosphate buffer: precipitates

solubility

H2O: 10 mg/mL, water and ethanol: 10 mg/mL

solubility

-

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

grade

for fluorescence

grade

-

grade

-

grade

-

应用

bisBenzimide H 33258可用于DNA、染色体和细胞核的染色。 bisBenzimide H 33258可用于荧光显微术或流式细胞术。
最大激发波长= 346nm
最大发射波长= 460nm
一种用作荧光染料的双苯并咪唑染料。它具有膜通透性,选择性地与 B 型 DNA 小沟中的腺嘌呤-胸腺嘧啶区域结合,结合常数高,使其成为 DNA、染色体和细胞核的有用染色剂 。研究表明,荧光对各种溶液试剂(即 BSA、RNA、Tris、蔗糖、TEA/EDTA、Triton X-100 和 SDS)的存在相对不敏感 。此外,溶液离子强度和 pH 值与双苯并酰亚胺 H 33258 的 Stoke 位移无关 。这种染料的属性使其在一些应用中很有用,如在组织培养中检测支原体污染 ,表明细胞凋亡的早期发生 ;根据 DNA 含量分选活细胞;并作为 DNA-药物相互作用的探针 。用于设计和开发荧光测定法,以定量测定微量滴定板中的细胞数量。该试验的方法学基于 Hoechst 33258 与 DNA 的结合,对一千个细胞敏感。该方法的一个应用是 ELISA 数据的标准化。Hoechst 33253 的照度与 Merocyanine 540 偶联可以作为根除细菌感染的有效方法(即 A. laidlawii 污染的角膜内皮细胞培养物)。双苯甲酰亚胺 H 33258 常用于许多已确立的染色方案(David M. Terrian,癌细胞信号 - 方法和协议,
Springer,卷 218)。

生化/生理作用

bisBenzimide H 33258是一种有效的选择性Bcl-XL抑制剂。 bisBenzimide H 33258是一种膜可渗透的荧光DNA染色剂,具有低细胞毒性,可嵌入DNA的A-T区域。

其他说明

用于细胞遗传学研究的有用试剂;用于细胞内 DNA 的荧光染色 ;使用 Hoechst 33258 对分离细胞核、细胞提取物或粗匀浆中的 DNA 进行简单的两步荧光法分析

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(F)

Not applicable

闪点(C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


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