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 CE: 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

Visão geral

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

Especificações e pureza

≥97%

Mecanismos bioquímicos e 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.

Condições de armazenamento de armazenamento

Store at -20°C,Argon charged

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Pureza

≥97%

Nomes e identificadores

• Pubchem Sid: 504750763
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750763
• Sorrisos canónicos: 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
• SMILES isoméricas: CN(C)C1=CC=CC2=C1C=CC=C2S(=O)(=O)NCCCCCN
• WGK Alemanha: 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
    • Classe Naphthalenes
      • Subclass Naphthalene sulfonic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: 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
• Descrição: 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

Propriedades químicas e físicas

• Solubilidade: 10 mg/mL Methanol
• Sensibilidade: 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

Referências

1. Hongbin Wang, Yuanfu Zhang, Zhaoting Yuan, Xiaotong Zou, Yuan Ji, Jiayi Hou, Jinfang Zhang, Fuping Lu, Yihan Liu.  (2022)  Crosslinking Mechanism on a Novel Bacillus cereus Transglutaminase-Mediated Conjugation of Food Proteins.  Foods,  11  (22): (3722).  [PMID:36429314] [10.3390/foods11223722]

2. Hongbin Wang, Yuan Ji, Zhaoting Yuan, Jishen Tian, Yuanfu Zhang, Fuping Lu, Yihan Liu.  (2022)  Insights into the mechanism on the high-temperature activity of transglutaminase from Bacillus clausii and its crosslinked mode at protein level.  BIOCHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.bej.2022.108544]

3. Dongdong Li, Jing Zhao, Jun Ma, Huiquan Yang, Xiaodong Zhang, Yuyu Cao, Peidang Liu.  (2022)  GMT8 aptamer conjugated PEGylated Ag@Au core-shell nanoparticles as a novel radiosensitizer for targeted radiotherapy of glioma.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:35032851] [10.1016/j.colsurfb.2022.112330]

4. Xizhe Li, Fan Yang, Haojie Li, Zhi Hu, Weiting Yu, Yuchen Zhang, Jie Gao.  (2024)  Array-based specific classification of bacterial species via ligands with dimethylamino/amino groups.  Analytical Methods,  16  (34): (5812-5819).  [PMID:39140766] [10.1039/D4AY00903G]

Perguntas frequentes

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.