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P4170

Sigma-Aldrich

Propidium iodide

≥94.0% (HPLC)

Synonym(s):

3,8-Diamino-5-[3-(diethylmethylammonio)propyl]-6-phenylphenanthridinium diiodide

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About This Item

Empirical Formula (Hill Notation):
C27H34I2N4
CAS Number:
25535-16-4
Molecular Weight:
668.39
Beilstein:
3843838
EC Number:
247-081-0
MDL number:
MFCD00011921
UNSPSC Code:
41106305
PubChem Substance ID:
57654524
NACRES:
NA.77

Assay

≥94.0% (HPLC)

form

powder

mp

220-225 °C (dec.) (lit.)

storage temp.

2-8°C

SMILES string

[I-].[I-].CC[N+](C)(CC)CCC[n+]1c(-c2ccccc2)c3cc(N)ccc3c4ccc(N)cc14

InChI

1S/C27H33N4.2HI/c1-4-31(3,5-2)17-9-16-30-26-19-22(29)13-15-24(26)23-14-12-21(28)18-25(23)27(30)20-10-7-6-8-11-20;;/h6-8,10-15,18-19,29H,4-5,9,16-17,28H2,1-3H3;2*1H/q+1;;/p-1

InChI key

XJMOSONTPMZWPB-UHFFFAOYSA-M

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General description

Propidium iodide (PI) is a fluorescent dye thatcan be used for staining nucleic acids. It is impermeable in viable orintact cells. It can penetrate easily into dead, dying, or membrane-compromisedcells. PI has the capacity to bind easily to DNA.

Application

Propidiumiodide has been used: to detect cell cycle by flow cytometry and γH2AXand pH3 analysis,apoptosis assay in hepatic stellate cells (HSCs), in stainingbuffer/solution to stain the cells for cell cycle analysis

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H341

Hazard Classifications

Muta. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Robin Kumar et al.
Methods in molecular biology (Clifton, N.J.), 2279, 213-223 (2021-03-09)
Annexin V and propidium iodide staining is widely used for determining the cellular death through apoptosis. In the presence of Ca2+ ions, annexin V has a strong binding affinity for phosphatidylserine, a membrane phospholipid that during apoptosis is translocated from
Haiying Liu et al.
Frontiers in cell and developmental biology, 9, 684857-684857 (2021-10-05)
It has been reported that calpain/caspase-mediated apoptosis induced by endoplasmic reticulum stress (ERS) in hepatic stellate cells (HSCs) by previous studies. At present, the activation of HSC is an important cause of liver fibrosis, and the induction of HSC apoptosis
Yaser Atlasi et al.
Scientific reports, 9(1), 11928-11928 (2019-08-17)
Human embryonal carcinoma (EC) cells comprise the pluripotent stem cells of malignant non-seminomatous germ cell tumors (GCTs) and represent the malignant counterpart of embryonic stem cells (ESCs). WNT/β-catenin signaling has been implicated in regulating adult and embryonic stem cells although
Chi-Hyun Ahn et al.
International journal of molecular sciences, 20(14) (2019-07-19)
Norcantharidin (NCTD), a demethylated analog of cantharidin isolated from blister beetles, has been used as a promising anticancer agent; however, the underlying function of NCTD against human oral squamous cell carcinoma (OSCC) has not been fully understood. Here, this study
Aswathy Shailaja et al.
Biofilm, 4, 100090-100090 (2022-11-18)
Filamentous fungi are ubiquitous and frequent components of biofilms. A means to visualize them and quantify their viability is essential for understanding their development and disruption. However, quantifying filamentous fungal biofilms poses challenges because, unlike yeasts and bacteria, they are
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