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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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Wei Liang et al.
Molecular immunology, 112, 312-321 (2019-06-24)
Precise glycosylation plays a crucial and distinctive role in thymic T cell development. The core fucosylation is dramatically up-regulated at the transition from CD4-CD8- (DN) to CD4+CD8+ (DP) in the thymic development. Ablation of core fucosylation in T cells did
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
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
Marcella Giovanni et al.
Journal of hazardous materials, 297, 146-152 (2015-05-10)
To cellular systems, nanoparticles are considered as foreign particles. Upon particles and cells contact, innate immune system responds by activating the inflammatory pathway. However, excessive inflammation had been linked to various diseases ranging from allergic responses to cancer. Common nanoparticles
Ramya Kumareswaran et al.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology, 116(3), 388-391 (2015-04-07)
Solid tumors contain regions of chronic and cyclic hypoxia. Chronic hypoxia can downregulate RAD51 and sensitize cells to PARP inhibition. Herein, we show that RAD51 expression, cell survival and toxicity to PARP inhibition is not affected under cyclic hypoxic conditions.
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Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

Discover Bioactive Small Molecules for Cell Cycle Research

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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