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30432

Dansylcadaverine

BioReagent, suitable for fluorescence, ≥99.0% (HPLC)

Synonym(s):

N-(5-Amino­pentyl)-5-di­methyl­amino­naphtha­lene-1-sulfon­amide, N-(Dimethyl­amino­naphtha­lene­sulfonyl)-1,5-pentane­diamine, Monodansyl cadaverine

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About This Item

Empirical Formula (Hill Notation):
C17H25N3O2S
CAS Number:
10121-91-2
Molecular Weight:
335.46
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
57648439
EC Number:
233-326-9
Beilstein/REAXYS Number:
2951070
MDL number:
MFCD00042704
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product line

BioReagent

Quality Level

100

assay

≥99.0% (HPLC)

mp

137-140 °C

fluorescence

λex 335 nm; λem 518 nm in methanol, λex 338 nm; λem 500 nm (Reaction product)

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCCCCN

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

Application

Dansylcadaverine (MDC), an autofluorescent dye, is used to monitor autophagy. MDC accumulates in autophagic vacuoles due to a combination of ion trapping and specific interactions with membrane lipids.

Biochem/physiol Actions

Inhibitor of the fibrin-stabilizing fator; Inhibitor of epidermal growth factor (EGF) internalization; Fluorescent substrate for the assay of transamidating enzymes.
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.

Packaging

air sensitive, handled under inert gas
Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Solubility of dansylcadaverine is tested in methanol (10 mg/mL). It has also been reported that dansylcadaverine is soluble in DMSO and acetic acid.

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCD4415
BCBX0277
BCBQ5694V
BCBM3760V
BCBC4458

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S N Murthy et al.
The Journal of biological chemistry, 269(36), 22907-22911 (1994-09-09)
Elevating the intracellular concentration of Ca2+ ions in human erythrocytes leads to the formation of membrane-associated polymers, composed of skeletal and cytoplasmic proteins. The anion transporter band 3 serves as a membrane anchor for this N epsilon-(gamma-glutamyl)lysine cross-linked polymer. The
Transamidating enzymes. I. Rapid chromatographic assays.
L Lorand et al.
Analytical biochemistry, 44(1), 207-220 (1971-11-01)
H T Haigler et al.
The Journal of biological chemistry, 255(4), 1239-1241 (1980-02-25)
The binding and internalization of 125I-epidermal growth factor (125I-EGF) was studied in cultures of BALB 3T3 cells using a novel method that involved removal of cell-surface hormone by treatment with acetic acid under conditions that did not remove internalized hormone.
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Global Trade Item Number

SKUGTIN
30432-100MG04061826666838
30432-1G04061826666845