D4008

Dansylcadaverine

≥97% (TLC)

• Synonym(s): N-(5-Amino­pentyl)-5-di­methyl­amino­naphtha­lene-1-sulfon­amide, N-(Dimethyl­amino­naphtha­lene­sulfonyl)-1,5-pentane­diamine, Monodansyl cadaverine
• Empirical Formula (Hill Notation): C₁₇H₂₅N₃O₂S
• CAS Number: 10121-91-2
• Molecular Weight: 335.46
• UNSPSC Code: 12352108
• NACRES: NA.32
• PubChem Substance ID: 24893805
• EC Number: 233-326-9
• Beilstein/REAXYS Number: 2951070
• MDL number: MFCD00042704

Properties

• Quality Segment: 100
• assay: ≥97% (TLC)
• form: powder
• technique(s): protein detection: suitable
• 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

Description

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• 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 (personal protective equipment): dust mask type N95 (US), Eyeshields, Gloves