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04719

Sigma-Aldrich

1-{2-[5-(Dimethylamino)-1-naphthalenesulfonamido]ethyl}-1,4,7,10-tetraazacyclododecane tetrahydrochloride dihydrate

≥95% (HPLC)

Synonym(s):

Dansylaminoethyl-cyclen

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About This Item

Empirical Formula (Hill Notation):
C22H36N6O2S · 4HCl · 2H2O
Molecular Weight:
630.50
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

assay

≥95% (HPLC)

solubility

H2O: 1 mg/mL, clear, faintly yellow to yellow

fluorescence

λex 326 nm; λem 529.0 nm±5 nm (in the presence of zinc)

storage temp.

−20°C

SMILES string

O=S(C1=CC=CC2=C1C=CC=C2N(C)C)(NCCN3CCNCCNCCNCC3)=O.Cl.O.Cl.Cl.Cl.O

InChI

1S/C22H36N6O2S.4ClH.2H2O/c1-27(2)21-7-3-6-20-19(21)5-4-8-22(20)31(29,30)26-15-18-28-16-13-24-11-9-23-10-12-25-14-17-28;;;;;;/h3-8,23-26H,9-18H2,1-2H3;4*1H;2*1H2

InChI key

PLGUWTHXNPXZMT-UHFFFAOYSA-N

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

wgk_germany

WGK 3


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A Novel Biomimetic Zinc(II)-Fluorophore, Dansylamidoethyl-Pendant Macrocyclic Tetraamine 1,4,7,10-Tetraazacyclododecane (Cyclen).
Koike,T., et al.
Journal of the American Chemical Society, 118, 12696-12703 (1996)
Eiichi Kimura et al.
Proceedings of the National Academy of Sciences of the United States of America, 100(7), 3731-3736 (2003-03-21)
Our originally designed dansylamidoethylcyclen 4 as a biomimetic Zn(2+)-selective fluorophore has been demonstrated to be a good detector of the apoptosis (induced by an anticancer agent, etoposide, and H(2)O(2)) in cancer cells such as HeLa and HL60 cells. The macrocyclic

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