Home Amines 10121-91-2
10121-91-2,MFCD00042704
Catalog No.:AA0003WK
10121-91-2 | 1-Naphthalenesulfonamide, N-(5-aminopentyl)-5-(dimethylamino)-
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100mg
≥95%
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$93.00   $65.00
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250mg
≥95%
1 week  
$139.00   $98.00
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500mg
≥95%
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1g
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Technical Information
Catalog Number:
AA0003WK
Chemical Name:
1-Naphthalenesulfonamide, N-(5-aminopentyl)-5-(dimethylamino)-
CAS Number:
10121-91-2
Molecular Formula:
C17H25N3O2S
Molecular Weight:
335.4643
MDL Number:
MFCD00042704
IUPAC Name:
N-(5-aminopentyl)-5-(dimethylamino)naphthalene-1-sulfonamide
InChI:
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
InChI Key:
MLEBFEHOJICQQS-UHFFFAOYSA-N
SMILES:
NCCCCCNS(=O)(=O)c1cccc2c1cccc2N(C)C
EC Number:
233-326-9
UNII:
I9N81SC5HD
Properties
Computed Properties
 
Complexity:
447  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
335.167g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
335.466g/mol
Monoisotopic Mass:
335.167g/mol
Rotatable Bond Count:
8  
Topological Polar Surface Area:
83.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  

Synonyms
 
dansylcadaverine 
monodansylcadaverine 
N-(5-Aminopentyl)-5-(dimethylamino)naphthalene-1-sulphonamide 
N-(5-Aminopentyl)-5-dimethylamino-1-naphthalenesulfonamide 
5-Dimethylaminonaphthalene-1-(n-(5-aminopentyl))-sulfonamide 
N-(Dimethyl-amino-naphtha-lene-sulfonyl)-1,5-pentane-diamine 
1-Naphthalenesulfonamide, N-(5-aminopentyl)-5-(dimethylamino)- 
N-(5-Amino-pentyl)-5-di-methyl-amino-naphtha-lene-1-sulfon-amide 
N-monodansylcadaverine 
AC1L1HQJ 
AC1Q6ULC 
MONODANSYL-CADAVERINE 
Dansylcadaverine 
SCHEMBL107806 
CHEBI:52007 
CTK8F8945 
N-monodansyl-1,5-diaminopentane 
dansylcadaverine, for fluorescence 
DTXSID40143788 
Bio1_000483 
Bio1_000972 
Bio1_001461 
Dansylcadaverine, >=97% (TLC) 
10121-91-2 
dansylcadaverine monodansylcadaverine 
HY-D1027 
KS-00000Y4A 
ZINC1544881 
MFCD00042704 
AKOS015915995 
CS-8078 
MCULE-8080243337 
VZ30286 
CC-21698 
monodansylcadaverine 
LS-171765 
FT-0620362 
ST51014980 
A16942 
121D912 
C-20200 
J-000343 
I14-53227 
n-(dimethylaminonaphthalenesulfonyl)-1,5-pentanediamine 
(5-aminopentyl){[5-(dimethylamino)naphthyl]sulfonyl}amine 
Monodansyl cadaverine 
n-(5-aminopentyl)-5-dimethylaminonaphthalene-1-sulfonamide 
1-Naphthalenesulfonamide,N-(5-aminopentyl)-5-(dimethylamino)- 
Dansylcadaverine, BioReagent, suitable for fluorescence, >=99.0% (HPLC) 
C17H25N3O2S 
CID4247 
AR-1J9465 
C17-H25-N3-O2-S 
C008542 
101626-70-4 
MDC 
UNII-I9N81SC5HD 
n-(5-aminopentyl)-5-(dimethylamino)naphthalene-1-sulfonamide 
EINECS 233-326-9 
I9N81SC5HD 
Literature

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Title: Epidermal growth factor increases clathrin-dependent endocytosis and degradation of claudin-2 protein in MDCK II cells.

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Title: Inhibition of tissue transglutaminase 2 attenuates contractility of pregnant human myometrium.

Journal: Biology of reproduction 20110401

Title: Ser352 and Ser354 in the carboxyl terminus of the human P2Y(1) receptor are required for agonist-promoted phosphorylation and internalization in MDCK cells.

Journal: British journal of pharmacology 20110301

Title: Intracellular fate of strains of Escherichia coli isolated from dairy cows with acute or chronic mastitis.

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Title: Plasma membrane factor XIIIA transglutaminase activity regulates osteoblast matrix secretion and deposition by affecting microtubule dynamics.

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Title: Cell surface binding and internalization of aβ modulated by degree of aggregation.

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Title: Endocytosis regulates cell soma translocation and the distribution of adhesion proteins in migrating neurons.

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Title: Secretory leukocyte protease inhibitor (SLPI) is, like its homologue trappin-2 (pre-elafin), a transglutaminase substrate.

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Title: Identification of Rothia bacteria as gluten-degrading natural colonizers of the upper gastro-intestinal tract.

Journal: PloS one 20110101

Title: Role of cAMP Signaling in the Survival and Infectivity of the Protozoan Parasite, Leishmania donovani.

Journal: Molecular biology international 20110101

Title: Heat stroke induces autophagy as a protection mechanism against neurodegeneration in the brain.

Journal: Shock (Augusta, Ga.) 20101201

Title: IGF-1 induces expression of zinc-finger protein 143 in colon cancer cells through phosphatidylinositide 3-kinase and reactive oxygen species.

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Title: Gigantic macroautophagy in programmed nuclear death of Tetrahymena thermophila.

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Title: Internalization of the opioid growth factor, [Met5]-enkephalin, is dependent on clathrin-mediated endocytosis for downregulation of cell proliferation.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20100901

Title: Serotonin--more than a neurotransmitter: transglutaminase-mediated serotonylation of C6 glioma cells and fibronectin.

Journal: Neurochemistry international 20100801

Title: Transglutaminase participates in the blockade of neurotransmitter release by tetanus toxin: evidence for a novel biological function.

Journal: Amino acids 20100601

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Title: Involvement of tissue transglutaminase in endothelin 1-induced hypertrophy in cultured neonatal rat cardiomyocytes.

Journal: Hypertension (Dallas, Tex. : 1979) 20091001

Title: Intracellular serotonin modulates insulin secretion from pancreatic beta-cells by protein serotonylation.

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Journal: The Journal of endocrinology 20041201

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Title: Characterization of liposomal tacrolimus in lung surfactant-like phospholipids and evaluation of its immunosuppressive activity.

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Journal: The Journal of pharmacology and experimental therapeutics 20040701

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Title: Autoantibodies of patients with coeliac disease are insufficient to block tissue transglutaminase activity.

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Title: Kinetic analysis of the action of tissue transglutaminase on peptide and protein substrates.

Journal: Biochemistry 20030812

Title: Association of increased autophagic inclusions labeled for beta-galactosidase with fibroblastic aging.

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Title: Glutamate-induced increases in transglutaminase activity in primary cultures of astroglial cells.

Journal: Brain research 20030718

Title: IL-1 beta scavenging by the type II IL-1 decoy receptor in human neutrophils.

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Title: A G protein-coupled receptor kinase induces Xenopus oocyte maturation.

Journal: The Journal of biological chemistry 20030502

Title: Impairment of the cytotoxic and oxidative activities of 7 beta-hydroxycholesterol and 7-ketocholesterol by esterification with oleate.

Journal: Biochemical and biophysical research communications 20030411

Title: Blood-brain barrier transport of a novel micro 1-specific opioid peptide, H-Tyr-D-Arg-Phe-beta-Ala-OH (TAPA).

Journal: Journal of neurochemistry 20030301

Title: Tissue transglutaminase mediates activation of RhoA and MAP kinase pathways during retinoic acid-induced neuronal differentiation of SH-SY5Y cells.

Journal: The Journal of biological chemistry 20030103

Title: Tissue transglutaminase as a modifying enzyme of the extracellular matrix in PVR membranes.

Journal: Investigative ophthalmology & visual science 20030101

Title: Lonomia obliqua venom action on fibrinolytic system.

Journal: Thrombosis research 20030101

Title: The route of bacterial uptake by macrophages influences the repertoire of epitopes presented to CD4 T cells.

Journal: European journal of immunology 20021201

Title: Enhanced expression of transglutaminase 2 in anterior polar cataracts and its induction by TGF-beta in vitro.

Journal: The British journal of ophthalmology 20021101

Title: Edwardsiella ictaluri invasion of IEC-6, Henle 407, fathead minnow and channel catfish enteric epithelial cells.

Journal: Diseases of aquatic organisms 20021004

Title: Induction of autophagy causes dramatic changes in the subcellular distribution of GFP-Rab24.

Journal: Traffic (Copenhagen, Denmark) 20020701

Title: Uptake of cationzied albumin coupled liposomes by cultured porcine brain microvessel endothelial cells and intact brain capillaries.

Journal: Journal of drug targeting 20020601

Title: Endothelin B receptor-mediated regulation of endothelin-1 content and release in cultured porcine aorta endothelial cell.

Journal: Journal of cardiovascular pharmacology 20020501

Title: Invasion of HeLa cells by Enterococcus faecalis clinical isolates.

Journal: Medical microbiology and immunology 20020501

Title: The role of tissue transglutaminase (transglutaminase type II) for the intestinal manifestations of murine semi-allogenic graft-versus-host disease.

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Title: Characterization of uptake and compartmentalization of 3,5,3'-tri-iodothyronine in cultured neonatal rat cardiomyocytes.

Journal: The Journal of endocrinology 20011001

Title: A novel assay to study autophagy: regulation of autophagosome vacuole size by amino acid deprivation.

Journal: Journal of cell science 20011001

Title: Effects of tissue transglutaminase on retinoic acid-induced cellular differentiation and protection against apoptosis.

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Title: The role of tissue transglutaminase in the germinal vesicle breakdown of mouse oocytes.

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Title: Signaling pathways initiated in macrophages after engagement of type A scavenger receptors.

Journal: Journal of leukocyte biology 20010701

Title: A sensitive fluorometric assay for tissue transglutaminase.

Journal: Analytical biochemistry 20010515

Title: Overexpression of N-acetylglucosaminyltransferase III enhances the epidermal growth factor-induced phosphorylation of ERK in HeLaS3 cells by up-regulation of the internalization rate of the receptors.

Journal: The Journal of biological chemistry 20010413

Title: Monodansylcadaverine inhibits cytotoxicity of Vibrio parahaemolyticus thermostable direct hemolysin on cultured rat embryonic fibroblast cells.

Journal: FEMS microbiology letters 20010315

Title: Protein-glutaminase from Chryseobacterium proteolyticum, an enzyme that deamidates glutaminyl residues in proteins. Purification, characterization and gene cloning.

Journal: European journal of biochemistry 20010301

Title: Conformational changes in the nucleosome followed by the selective accessibility of histone glutamines in the transglutaminase reaction: effects of ionic strength.

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Title: Fluorescence properties and staining behavior of monodansylpentane, a structural homologue of the lysosomotropic agent monodansylcadaverine.

Journal: The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society 20010201

Title: Uptake by vascular smooth muscle cells plays an important role in targeting of lipid microspheres incorporating prostaglandin E1 into a thickened intima.

Journal: Life sciences 20010112

Title: Transglutaminase participates in the incorporation of latent TGFbeta into the extracellular matrix of aging articular chondrocytes.

Journal: Connective tissue research 20010101

Title: Inhibition of sandfly fever Sicilian virus (Phlebovirus) replication in vitro by antiviral compounds.

Journal: Research in virology 19970101

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