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Merck

81845

Propidium iodide

≥94% (HPLC), apoptosis marker, powder

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:
Molecular Weight:
668.39
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
247-081-0
MDL number:
Beilstein/REAXYS Number:
3843838

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Product Name

Propidium iodide, ≥94% (HPLC)

InChI key

XJMOSONTPMZWPB-UHFFFAOYSA-M

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

SMILES string

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

assay

≥94% (HPLC)

form

powder

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

Quality Level

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1 of 4

This Item
P4170P486479214
form

powder

form

powder

form

liquid

form

liquid

assay

≥94% (HPLC)

assay

≥94.0% (HPLC)

assay

≥94%

assay

≥90.0% (HPLC)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

−20°C

mp

220-225 °C (dec.) (lit.)

mp

220-225 °C (dec.) (lit.)

mp

-

mp

-

fluorescence

λex 482 nm; λem 608 nm (pH 7.2)

fluorescence

-

fluorescence

-

fluorescence

λex 530 nm; λem 620 nm±5 nm in 0.1 M phosphate pH 7.0

Application

Propidium iodide has been used:
  • to stain DNA in cell cycle analysis[1]
  • to stain cells[2] and cell nuclei[3][4]
  • for the preparation of propidium iodide (PI)stock solution[5]
  • to stain cells for flow cytometry[6][7]

in scrape-loading dye transfer assay[8]

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.

General description

PI is used for selective labelling of dead cells.[9]
Propidium iodide is a fluorescent intercalating agent used for staining.[10] It functions as an apoptosis marker[11] and has linear DNA-binding capacity.[12] Propidium iodide is an effective indicator of tissue injury.[13]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Muta. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
Anti-tumor immunity of BAM-SiPc-mediated vascular photodynamic therapy in a BALB/c mouse model
Yeung HY, et al.
Cellular & Molecular Immunology, 14(2), 223-223 (2017)
Subtype-Specific Radiation Response and Therapeutic Effect of FAS Death Receptor Modulation in Human Breast Cancer
Lee CT, et al
Radiation Research, 188(2), 169-180 (2017)
Methods to Assess Autophagy and Chronological Aging in Yeast
Methods in Enzymology, 588, 367-394 (2017)
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)

Articles

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.

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