ChemicalBook--->CAS DataBase List--->10121-91-2

10121-91-2

10121-91-2 Structure

10121-91-2 Structure
IdentificationBack Directory
[Name]

DANSYLCADAVERINE
[CAS]

10121-91-2
[Synonyms]

5-Einecs 233-326-9
DANSYLCADAVERINE
MONODANSYL CADAVERINE
MONODANSYLCADAVERINE CRYSTALLINE
DANSYLCADAVERINE, FOR FLUORESCENCE
DANSYLCADAVERINE MONODANSYLCADAVERINE
N-(DIMETHYL-AMINO-NAPHTHA-LENE-SULFONYL)-1
N-(DIMETHYLAMINONAPHTHALENESULFONYL)-1,5-PENTANEDIAMINE
N-(5-AMINOPENTYL)-5-DIMETHYLAMINONAPHTHALENE-1-SULFONAMIDE
5-DIMETHYLAMINONAPHTHALENE-1-(N-(5-AMINOPENTYL))-SULFONAMIDE
N-(5-Aminopentyl)-5-(dimethylamino)-1-naphthalenesulfonamide
N-(5-aminopentyl)-5-(dimethylamino)naphthalene-1-sulphonamide
1-Naphthalenesulfonamide, N-(5-aminopentyl)-5-(dimethylamino)-
N-(Dimethyl-amino-naphtha-lene-sulfonyl)-1
Dansylcadaverine [N-(5-AMinopentyl)-5-diMethylaMinonaphthalen-1-sulfonaMide]
N-(5-AMINO-PChemicalbookENTYL)-5-DI-METHYL-AMINO-NAPHTHA-LENE-1-SULFON-AMIDE
Dansyl cadaverine [5-Dimethylaminonaphthalene-1-(N-(5-aminopentyl))sulfonamide]
N-(5-Amino-pentyl)-5-di-methyl-amino-naphtha-lene-1-sulfon-amide
Monodansyl cadaverine, N-(5-Aminopentyl)-5-dimethylaminonaphthalene-1-sulfonamide, N-(Dimethylaminonaphthalenesulfonyl)-1,5-pentanediamine
DANSYLCADAVERINE [N-(5-AMINOPENTYL)-5-DIMETHYLAMINONAPHTHALEN-1-SULFONAMIDE];N-(5-AMINO-PENTYL)-5-DI-METHYL-AMINO-NAPHTHA-LENE-1-SULFON-AMIDE;N-(DIMETHYL-AMINO-NAPHTHA-LENE-SULFONYL)-1;5-
[EINECS(EC#)]

233-326-9
[Molecular Formula]

C17H25N3O2S
[MDL Number]

MFCD00042704
[MOL File]

10121-91-2.mol
[Molecular Weight]

335.46
Chemical PropertiesBack Directory
[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 ]

Do you have solubility information on this product that you would like to share
[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
[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
[InChIKey]

MLEBFEHOJICQQS-UHFFFAOYSA-N
[SMILES]

CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCCCCN
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[F ]

10-23
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[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
[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) Munafo and Colombo (2001),?A novel assay to study autophagy: regulation of autophagosome vacuole size by amino acid deprivation; Int. J. Cell Sci.,?114?3619 2) Jiang?et al. (2012),?Targeting androgen receptor leads to suppression of prostate cancer via induction of autophagy; J. Urol.,?188?1361 3) Haigler?et al.?(1980),?Dansylcadaverine inhibits internalization of 125I-epidermal growth factor in BALB 3T3 cells; J. Biol. Chem., 255 1239 4) Murthy?et al. (1994),?Residue Gln-30 of human erythrocyte anion transporter is a prime site for reaction with intrinsic transglutaminase; J. Biol. Chem.,?269?22907
Spectrum DetailBack Directory
[Spectrum Detail]

DANSYLCADAVERINE(10121-91-2)1HNMR
DANSYLCADAVERINE(10121-91-2)1HNMR
DANSYLCADAVERINE(10121-91-2)13CNMR
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