81845

Sigma-Aldrich

Propidium iodide

≥94% (HPLC)

Synonym(s):
3,8-Diamino-5-3-(diethylmethylammonio)propyl-6-phenylphenanthridinium diiodide
Empirical Formula (Hill Notation):
C27H34I2N4
CAS Number:
Molecular Weight:
668.39
Beilstein/REAXYS Number:
3843838
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

assay

≥94% (HPLC)

mp

220-225 °C (dec.) (lit.)

fluorescence

λex 482 nm; λem 608 nm (pH 7.2)
λex 540 nm; λem 608 nm (bound to DNA)

storage temp.

2-8°C

SMILES string

I-.I-.CCN+(C)(CC)CCCn+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 is a fluorescent intercalating agent used for staining. It functions as an apoptosis marker and has linear DNA-binding capacity. Propidium iodide is an effective indicator of tissue injury.
PI is used for selective labelling of dead cells.

Application

in scrape-loading dye transfer assay
Propidium iodide has been used:
  • to stain DNA in cell cycle analysis
  • to stain cells and cell nuclei
  • for the preparation of propidium iodide (PI)stock solution
  • to stain cells for flow cytometry

Packaging

25, 100 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

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.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xn

Risk Statement

36/37/38-68

Safety Statement

26-36/37

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Oxygen tension-controlled matrices with osteogenic and vasculogenic cells for vascularized bone regeneration in vivo
Amini AR, et al.
Tissue Engineering: Part A, 22(7-8), 610-620 (2016)
Silibinin Protects Ultraviolet B-Irradiated Skin by Balancing Apoptosis and Autophagy in Epidermis and Dermis
Autophagy: Cancer, Other Pathologies, Inflammation, Immunity, Infection, and Aging, 401-418 (2017)
Differential nuclear staining assay for high-throughput screening to identify cytotoxic compounds
Carolina L, et al.
Current cellular biochemistry, 1(1), 1-1 (2011)
Effect of Different Combinations of the Growth Factors and Hormones on invitro Maturation of Goat Preantral Follicles
Shankaraiah P, et al.
International Journal of Current Microbiology and Applied Sciences, 7(4), 1956-1963 (2018)
Melatonin ameliorates hypoglycemic stress-induced brain endothelial tight junction injury by inhibiting protein nitration of TP53-induced glycolysis and apoptosis regulator
Wang CK, et al.
Journal of Pineal Research, 63(4), e12440-e12440 (2017)
Related Content
Three-dimensional (3D) printing of biological tissue is rapidly becoming an integral part of tissue engineering.
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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.
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