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Merck

268298

DAPI, Dihydrochloride

Cell-permeable DNA-binding dye.

Synonym(s):

DAPI, Dihydrochloride, 4ʹ,6-Diamidino-2-phenylindole, 2HCl

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About This Item

Empirical Formula (Hill Notation):
C16H15N5 · 2HCl
CAS Number:
28718-90-3
Molecular Weight:
350.25
UNSPSC Code:
12352200
NACRES:
NA.54
MDL number:
MFCD00012681

Product Name

DAPI, Dihydrochloride, Cell-permeable DNA-binding dye.

SMILES string

[Cl-].[Cl-].[nH]1c2c(cc1c3ccc(cc3)C(=N)N)ccc(c2)C(=N)N.[H+].[H+]

InChI

1S/C16H15N5.2ClH/c17-15(18)10-3-1-9(2-4-10)13-7-11-5-6-12(16(19)20)8-14(11)21-13;;/h1-8,21H,(H3,17,18)(H3,19,20);2*1H

InChI key

FPNZBYLXNYPRLR-UHFFFAOYSA-N

description

RTECS - NL5995050

assay

≥90% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

yellow

solubility

water: 5 mg/mL
ethanol: soluble
methanol: soluble

fluorescence

λex ~359 nm
λem ~461 nm

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Cell permeable: no
Primary Target
Binds preferentially to DNA rich in adenine and thymine
Product does not compete with ATP.
Reversible: yes

Disclaimer

Toxicity: Standard Handling (A)

General description

Cell-permeable DNA-binding dye. Binds preferentially to DNA rich in adenine and thymine. Used in flow cytometry for measuring nuclear DNA content or for sorting isolated chromosomes. Useful for microscopic detection of nuclei and nuclear DNA in normal and apoptotic cells. Can also be used to detect mycoplasma. A reversible inhibitor of S-adenosyl-L-methionine decarboxylase and diamine oxidase. Also available as a 5 mg/ml mM solution in H2O (Cat. No. 508741).
Fluorescent dye specific for DNA. Binds preferentially to DNA rich in adenine and thymidine (excitation max. = 359 nm, emission max. = 461 nm). Useful for microscopic analysis of nuclei and nuclear DNA in apoptotic cells. Can also be used to detect mycoplasma. Reversible inhibitor of S-adenosyl-L-methionine decarboxylase and diamine oxidase. Cells are typically stained at 1 µg/ml.

Other Notes

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

Preparation Note

Following reconstitution, aliquot and freeze (-20°C) for long term storage or refrigerate (4°C) for short term storage. Stock solutions are stable for up to 6 weeks at 4°C or for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1A - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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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Marta Jiménez-Martínez et al.
Cancers, 11(11) (2019-11-14)
Cell contact inhibition (CCI) is deregulated in cancer. Colorectal cancer (CRC) is the third most commonly diagnosed cancer worldwide. We found that dual-specificity phosphatase 10 (DUSP10) is involved in CRC. DUSP10 overexpression increased the growth of CRC cell lines and
Alexander R H Hobby et al.
American journal of physiology. Heart and circulatory physiology, 317(4), H820-H829 (2019-08-24)
Ischemic heart diseases such as myocardial infarction (MI) are the largest contributors to cardiovascular disease worldwide. The resulting cardiac cell death impairs function of the heart and can lead to heart failure and death. Reperfusion of the ischemic tissue is
Diana Sánchez-Ponce et al.
Cerebral cortex (New York, N.Y. : 1991), 22(7), 1648-1661 (2011-09-24)
The cisternal organelle that resides in the axon initial segment (AIS) of neocortical and hippocampal pyramidal cells is thought to be involved in regulating the Ca(2+) available to maintain AIS scaffolding proteins, thereby preserving normal AIS structure and function. Through
Angelica Navarra et al.
BMC biology, 14, 24-24 (2016-04-03)
A crucial event in the differentiation of mouse embryonic stem cells (ESCs) is the exit from the pluripotent ground state that leads to the acquisition of the 'primed' pluripotent phenotype, characteristic of the epiblast-like stem cells (EpiLCs). The transcription factors
Eduardo R Zimmer et al.
Nature neuroscience, 20(3), 393-395 (2017-01-31)
Contributions of glial cells to neuroenergetics have been the focus of extensive debate. Here we provide positron emission tomography evidence that activation of astrocytic glutamate transport via the excitatory amino acid transporter GLT-1 triggers widespread but graded glucose uptake in
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