Dansylcadaverine - ≥97% , CAS No.10121-91-2

CAS: 10121-91-2 Cat. No.: D131032 Fórmula: C₁₇H₂₅N₃O₂S Peso molecular: 335.46 Beilstein Registry Number: 2951070 Número EC: 233-326-9

GRADE & PURITY ≥97%

Synonyms

Monodansyl cadaverine | n-(5-aminopentyl)-5-(dimethylamino)naphthalene-1-sulfonamide | Dansylcadaverine, BioReagent, suitable for fluorescence, >=99.0% (HPLC) | EINECS 233-326-9 | SCHEMBL107806 | AKOS015915995 | N-(5-Aminopentyl)-5-(dimethylamino)naphthal

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

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.

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)

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.

Specifications

Sinónimos

Monodansyl cadaverine | n-(5-aminopentyl)-5-(dimethylamino)naphthalene-1-sulfonamide | Dansylcadaverine, BioReagent, suitable for fluorescence, >=99.0% (HPLC) | EINECS 233-326-9 | SCHEMBL107806 | AKOS015915995 | N-(5-Aminopentyl)-5-(dimethylamino)naphthal

Especificaciones y pureza

≥97%

Mecanismos bioquímicos y fisiológicos

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.

Condiciones de almacenamiento de almacenamiento

Store at -20°C,Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥97%

Nombres e identificadores

Pubchem Sid

504750763

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504750763

Sonrisas canónicas

CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCCN

IUPAC Name

N-(5-aminopentyl)-5-(dimethylamino)naphthalene-1-sulfonamide

InChIKey

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

Isómeros SMILES

CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCCN

WGK Alemania

3

Peso molecular

335.46

Beilstein

2951070

Reaxy-Rn

2951070

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2951070&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Clase Naphthalenes
      • Subclass Naphthalene sulfonic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Clase: Naphthalenes
• Subclass: Naphthalene sulfonic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-naphthalene sulfonic acids and derivatives
• Alternative Parents: 1-naphthalene sulfonamides Dialkylarylamines Organosulfonamides Aminosulfonyl compounds Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: 1-naphthalene sulfonic acid or derivatives - Naphthalene sulfonamide - 1-naphthalene sulfonamide - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Organosulfonic acid amide - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Aminosulfonyl compound - Tertiary amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Primary amine - Organosulfur compound - Organonitrogen compound - Primary aliphatic amine - Amine - Aromatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 1-naphthalene sulfonic acids and derivatives. These are organic aromatic compounds that contain a naphthalene moiety that carries a sulfonic acid group (or a derivative thereof) at the 1-position. Naphthalene is a bicyclic compound that is made up of two fused benzene ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Solubilidad: 10 mg/mL Methanol
• Sensibilidad: air sensitive
• Peso molecular: 335.500 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 335.167 Da
• Monoisotopic Mass: 335.167 Da
• Topological Polar Surface Area: 83.800 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 447.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Preguntas frecuentes

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at ?20 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 10121-91-2, the molecular formula is C17H25N3O2S, and the molecular weight is 335.46 g/mol. InChIKey MLEBFEHOJICQQS-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.