D4008
Dansylcadaverine
≥97% (TLC)
Synonym(s):
N-(5-Aminopentyl)-5-dimethylaminonaphthalene-1-sulfonamide, N-(Dimethylaminonaphthalenesulfonyl)-1,5-pentanediamine, Monodansyl cadaverine
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About This Item
Empirical Formula (Hill Notation):
C17H25N3O2S
CAS Number:
Molecular Weight:
335.46
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
EC Number:
233-326-9
Beilstein/REAXYS Number:
2951070
MDL number:
Quality Level
assay
≥97% (TLC)
form
powder
storage temp.
−20°C
SMILES string
CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCCCCN
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
InChI key
MLEBFEHOJICQQS-UHFFFAOYSA-N
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.
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.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
air sensitive, handled under inert gas
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.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - 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
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
Dansylcadaverine and cytochalasin D enhance rotavirus infection of murine L cells
Bass DM, et al.
Virology, 212(2), 429-437 (1995)
Takahiko Akematsu et al.
Autophagy, 6(7), 901-911 (2010-08-28)
Programmed nuclear death (PND) in Tetrahymena is a unique process during conjugation, in which only the parental macronucleus is degraded and then eliminated from the progeny cytoplasm, but other co-existing nuclei such as new micro- and macronuclei are unaffected. PND
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D4008-100MG | 04061833563816 |
| D4008-1G | 04061833563830 |
| D4008-250MG | 04061833284643 |