Dansylcadaverine

Base Information

• Chemical Name: Dansylcadaverine
• CAS No.: 10121-91-2
• Molecular Formula: C17H25N3O2S
• Molecular Weight: 335.47
• Hs Code.: 2935009090
• European Community (EC) Number: 233-326-9
• UNII: I9N81SC5HD
• DSSTox Substance ID: DTXSID40143788
• Nikkaji Number: J227.051J
• Wikidata: Q4154886
• Mol file: 10121-91-2.mol

Synonyms:dansylcadaverine;monodansylcadaverine

Chemical Property of Dansylcadaverine

Chemical Property:

• Vapor Pressure: 9.54E-11mmHg at 25°C
• Melting Point: 137-140°C
• Refractive Index: 1.594
• Boiling Point: 505.5°C at 760 mmHg
• PKA: 11.96±0.50(Predicted)
• Flash Point: 259.5°C
• PSA: 83.81000
• Density: 1.19g/cm³
• LogP: 4.48510
• Storage Temp.: −20°C
• Solubility.: Do you have solubility information on this product that you woul
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 335.16674822
• Heavy Atom Count: 23
• Complexity: 447

Purity/Quality:

98%,99%, ^*data from raw suppliers

Dansylcadaverine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCCN
• 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. Lysosomotropic fluorescent Probe 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.

Technology Process of Dansylcadaverine

There total 2 articles about Dansylcadaverine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

1,5-diaminopentane (462-94-2) + 5-(dimethylamino)naphth-1-ylsulfonyl chloride (605-65-2) → dansylcadaverine (10121-91-2)

Guidance literature:

In dichloromethane; at 20 ℃; for 5h;

DOI:10.1002/chem.201802066

Reference yield:

→ dansylcadaverine (10121-91-2)

Guidance literature:

Aus 5-Dimethylamino-<1>naphthalinsulfonylchlorid u. 1,5-Diamino-pentan;

Reference yield: 86.0%

dansylcadaverine (10121-91-2) + C43H41N7O13 → C54H61N9O12S

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bioorg.2019.103194

upstream raw materials:

1,5-diaminopentane

5-(dimethylamino)naphth-1-ylsulfonyl chloride

Downstream raw materials:

2-hydroxybenzyl dansyl cadaverine

Refernces

• 1、 Ionita, Gabriela,Matei, Iulia,Mocanu, Sorin. "Solvatochromic characteristics of dansyl molecular probes bearing alkyl diamine chains". . . Retrieved 2020.