DANSYLCADAVERINE

DANSYLCADAVERINE Property

Melting point:

137-140 °C

Boiling point:

505.5±60.0 °C(Predicted)

Density 

1.190±0.06 g/cm3(Predicted)

storage temp. 

−20°C

solubility 

Methanol: 10 mg/ml

form 

powder

pka

11.96±0.50(Predicted)

color 

Yellow to yellowish green

Appearance

Solid Powder

λmax

335 nm

BRN 

2951070

Stability:

Stable for 1 year from date of purchase as supplied. Solutions in DMSO or methanol may be stored at -20°C for up to 1 month.

Biological Applications

Measuring cardiac autophagic flux; treating cataract,fibrosis,Parkinson’s disease,peritoneal ovarian tumor dissemination,respiratory diseases,lung diseases,Huntington’s disease,spinobulbar atrophy,spinocerebellar ataxia,denta

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

10-23

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

DANSYLCADAVERINE Chemical Properties,Usage,Production

Description

Monodansylcadaverine (MDC) is a fluorescent marker for autophagic vacuoles. It is an autofluorescent substance incorporated into multilamellar bodies by both an ion trapping mechanism and interaction with membrane lipids, exhibiting a Stokes shift and increased relative fluorescence in hydrophobic environments. MDC selectively accumulates in PaTu 8902 subcellular fractions containing the lysosomal enzymes acid phosphatase and cathepsin D, but not those containing the rough and smooth endoplasmic reticulum markers TRAM and cytochrome P450, respectively.

Uses

Fluorescent substrate for the assay of transamidating enzymes.

Uses

Lysosomotropic fluorescent Probe

Uses

Dansylcadaverine is a fluorescent amine probe, which is believed to directly inhibit vesicular transport. Studies indicate that Dansylcadaverine can act as a marker used to study autophagy in the cytoplasm and vacuoles of plants and mammalian cells.

Definition

ChEBI: Monodansylcadaverine is a sulfonamide obtained by formal condensation of the sulfo group of 5-(dimethylamino)naphthalene-1-sulfonic acid with one of the amino groups of cadaverine. It has a role as a fluorochrome, a protective agent and an EC 2.3.2.13 (protein-glutamine gamma-glutamyltransferase) inhibitor. It is a sulfonamide, an aminonaphthalene, a tertiary amino compound and a primary amino compound. It is functionally related to a cadaverine.

References

[1] A novel assay to study autophagy: regulation of autophagosome vacuole size by amino acid deprivation
[2] QI JIANG. Targeting androgen receptor leads to suppression of prostate cancer via induction of autophagy.[J]. Journal of Urology, 2012, 188 4: 1361-1368. DOI:10.1016/j.juro.2012.06.004
[3] H T HAIGLER. Dansylcadaverine inhibits internalization of 125I-epidermal growth factor in BALB 3T3 cells.[J]. The Journal of Biological Chemistry, 1980, 255 4: 1239-1241.
[4] S N MURTHY. Residue Gln-30 of human erythrocyte anion transporter is a prime site for reaction with intrinsic transglutaminase.[J]. The Journal of Biological Chemistry, 1994, 269 36: 22907-22911.
[5] A NIEMANN  H P E  A Takatsuki. The lysosomotropic agent monodansylcadaverine also acts as a solvent polarity probe.[J]. Journal of Histochemistry & Cytochemistry, 2000, 48 2: 251-258. DOI: 10.1177/002215540004800210
[6] A BIEDERBICK  H P E  H F Kern. Monodansylcadaverine (MDC) is a specific in vivo marker for autophagic vacuoles.[J]. European journal of cell biology, 1995, 66 1: 3-14.