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Merck
CN

B2261

双苯并咪唑 H 33342 三盐酸盐

≥98% purity (HPLC and TLC), powder

别名:

2′-(4-乙氧基苯基)-5-(4-甲基-1-哌嗪基)- 2,5′-双-1H-苯并咪唑 三盐酸盐, HOE 33342, Hoechst 33342, 双苯并咪唑

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关于此项目

经验公式(希尔记法):
C27H28N6O · 3HCl · xH2O
化学文摘社编号:
分子量:
561.93 (anhydrous basis)
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
Beilstein/REAXYS Number:
1234011
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产品名称

双苯并咪唑 H 33342 三盐酸盐, ≥98% (HPLC and TLC)

InChI

1S/C29H32N6O.3ClH/c1-3-36-25-8-4-20(5-9-25)28-30-18-22-16-21(6-10-26(22)32-28)29-31-19-23-17-24(7-11-27(23)33-29)35-14-12-34(2)13-15-35;;;/h4-11,16-17H,3,12-15,18-19H2,1-2H3,(H,30,32)(H,31,33);3*1H

SMILES string

Cl[H].Cl[H].Cl[H].CCOc1ccc(cc1)C2=NCc3cc(ccc3N2)C4=NCc5cc(ccc5N4)N6CCN(C)CC6

InChI key

FYEVKHPLBHLWHK-UHFFFAOYSA-N

assay

≥98% (HPLC and TLC)

form

powder

technique(s)

titration: suitable

color

yellow

pH

1.7 (20 °C)

solubility

H2O: 20 mg/mL
phosphate buffer: precipitates

suitability

suitable for fluorescence

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

Quality Level

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Application

Bisbenzimide Hoechst 33342是双链高AT含量区域的特异染色剂,经证可替代几种已知的DNA嵌入剂。这种荧光染料已用于根据DNA含量分选活细胞选、流式细胞术DNA含量测定、活细胞染色质分布可视化。它已用于检测细胞BrdU掺入、细胞凋亡和细胞周期分配的初始阶段研究,。正在分裂或复制的染色体不会被这种染料染色。
适用于DNA,染色体和细胞核染色。可用于荧光显微镜或流式细胞术。
最大激发波=346nm
最大发射波长=460nm

Biochem/physiol Actions

膜透性,具有低细胞毒性荧光DNA染料,插入在DNA的A-T区域。

General description

双苯甲酰亚胺H 33342的荧光性质:
游离染料:最大激发波长= 340 nm,最大发射波长= 510 nm(5 mM HEPES, 10 mM NaCl, pH 7.0)DNA复合物:最大激发波长= 355 nm,最大发射波长= 465 nm (5 mM HEPES, 10 mM NaCl, pH 7.0)

Preparation Note

该产品可溶于水(50 mg/ml),形成澄清溶液。2%溶液的pH为1.9。现已观测发现此物质可从磷酸盐缓冲溶液中沉淀出来。
如果在2-8°C黑暗环境存放,水溶液可稳定保存1个月。

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is a typical concentration of Product B2261, bisBenzimide H 33342 trihydrochloride, for staining DNA in cells?

    200 micrograms per mL.

  6. Can solvents other than water be used to dissolve Product B2261, bisBenzimide H 33342 trihydrochloride?

    Hoechst 33342 can be dissolved in N,N-dimethylformamide (DMF).

  7. Which Hoechst dye is suitable for chromosomal analysis?

    Hoechst 33258 (Product No. B2883) is the preferred Hoechst dye for chromosomal analysis. Hoechst 33342 (Product No. B2261) is a poor fluorochrome for chromosomal analysis.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

F Belloc et al.
Cytometry, 17(1), 59-65 (1994-09-01)
A flow cytometric method to detect apoptotic cells is described. This method is based on the detection of differences in chromatin condensation with Hoechst 33342 as a probe and the detection of dead cells with propidium iodide as a probe
The transforming activity of Wnt effectors correlates with their ability to induce the accumulation of mammary progenitor cells.
Liu BY, et al.
Proceedings of the National Academy of Sciences of the USA, 101, 4158-4163 (2004)
M G Ormerod et al.
Cytometry, 14(6), 595-602 (1993-01-01)
We have recently developed a method for the separation and quantification of viable apoptotic cells without the need for permeabilisation or fixation of the cells. The method is based on the observation that apoptotic rat thymocytes fluoresce more brightly than
M Gregoire et al.
Experimental cell research, 152(1), 38-46 (1984-05-01)
Chromatin distribution was visualized in living cells with the selective DNA fluorochrome Hoechst 33342. This dye was shown to be non-toxic on the rat kangaroo PTO cell line by measuring the labelled cell growth rate. The aim of this work
Basic helix-loop-helix transcriptional factor MyoR regulates BMP-7 in acute kidney injury.
Kamiura N, et al.
American Journal of Physiology: Renal Physiology, 304, F1159-F1166 (2013)

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Cell cycle regulates vital processes like DNA repair, cancer prevention. Four stages: G1, S, G2, M. NTPs don't permeate membranes.

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