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Merck

D4008

Dansylcadaverine

≥97% (TLC)

Sinónimos:

N-(5-Amino­pentyl)-5-di­methyl­amino­naphtha­lene-1-sulfon­amide, N-(Dimethyl­amino­naphtha­lene­sulfonyl)-1,5-pentane­diamine, Monodansyl cadaverine

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Fórmula empírica (notación de Hill):
C17H25N3O2S
Número CAS:
10121-91-2
Peso molecular:
335.46
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
24893805
EC Number:
233-326-9
Beilstein/REAXYS Number:
2951070
MDL number:
MFCD00042704

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Nombre del producto

Dansylcadaverine, ≥97% (TLC)

InChI key

MLEBFEHOJICQQS-UHFFFAOYSA-N

InChI

1S/C17H25N3O2S/c1-20(2)16-10-6-9-15-14(16)8-7-11-17(15)23(21,22)19-13-5-3-4-12-18/h6-11,19H,3-5,12-13,18H2,1-2H3

SMILES string

CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCCCCN

assay

≥97% (TLC)

form

powder

storage temp.

−20°C

Quality Level

100

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Application

Dansylcadaverine in methanol has a reported λex of 335 nm and λem of 512 nm. It has been used:
  • as an endocytosis inhibitor in human proximal tubular HK-2 cells,(62) mouse J774A.1 macrophages and human A549 epithelial cells(63)
  • to label autophagic vacuoles in cardiomyocytes for fluorescence microscopy studies(64)
  • in monodansylcadaverine (MDC) staining of fibroblasts in Ankylosing spondylitis (AS) samples(65)

Biochem/physiol Actions

The autofluorescent dye dansylcadaverine, or monodansylcadaverine (MDC), is commonly used to monitor autophagy. MDC preferentially accumulates in autophagic vacuoles due to a combination of ion trapping and specific interactions with membrane lipids.

General description

Dansylcadaverine, also called as monodansylcadaverine (MDC), is a lysosomotropic agent. It is present in acidic and lipid rich regions. Dansylcadaverine also acts as a solvent polarity probe. It inhibits vesicular transport and decreases the rotavirus sequestering in L cells, when pre-treated.

Other Notes

Solubility of dansylcadaverine is tested in methanol (10 mg/mL). It has also been reported that dansylcadaverine is soluble in DMSO and acetic acid.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.
air sensitive, handled under inert gas

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
BCCP1166
BCCL2227
BCCJ4973
BCCG9380
BCCD6440

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. What is the solution stability of Product D4008, Dansylcadaverine?

    According to one source a stock solution of monodansylcadaverine was prepared in methanol at 50 mM and stored frozen at -20°C.  No time frame for long-term solution stability was given.

  6. What is Product D4008, Dansylcadaverine, soluble in?

    We test the solubility of this product in acetic acid at a concentration of 50 mg/mL, with the application of heat and sonication. It has also been reported as being soluble in methanol and DMSO. We have not validated this claim in our labs.

  7. Can Dansylcadaverine be use as a marker of autophagic vacuoles?

    Dansylcadaverine is a lysosomotropic compound that can be used for the identification of autophagic vacuoles.  Please refer to the literature for application-specific protocols.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Dansylcadaverine and cytochalasin D enhance rotavirus infection of murine L cells
Bass DM, et al.
Virology, 212(2), 429-437 (1995)
Fluorescence properties and staining behavior of monodansylpentane, a structural homologue of the lysosomotropic agent monodansylcadaverine
Niemann A, et al.
The Journal of Histochemistry and Cytochemistry, 49(2), 177-185 (2001)
Melissa S Hillwig et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(3), 1093-1098 (2011-01-05)
RNase T2 enzymes are conserved in most eukaryotic genomes, and expression patterns and phylogenetic analyses suggest that they may carry out an important housekeeping role. However, the nature of this role has been elusive. Here we show that RNS2, an
Raúl A Almeida et al.
Veterinary research communications, 35(2), 89-101 (2011-01-06)
Research on mastitis in dairy cows caused by Escherichia coli has reported the emergence of strains capable of inducing chronic mastitis and that these strains adhered to and internalized into bovine mammary epithelial cells better than strains of E. coli
Shih T Khew et al.
Biomaterials, 31(16), 4600-4608 (2010-03-13)
Transglutaminase (TGase)-modified proteins are commonly observed in a wide range of biological systems. Therefore, the identification of TGase substrates and respective consensus sites may contribute to a better understanding of the physiological role of TGase. In this study, we identified
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