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39326

N-[2-(Dansylamino)ethyl]maleimide

Name: <I>N</I>-[2-(Dansylamino)ethyl]maleimide
Brand: SIGMA

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

Synonym(s):

N-(2-Maleimidoethyl)-5-dimethylamino-1-naphthalenesulfonamide, N-(2-Maleimidoethyl)dansylamide

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₉N₃O₄S

CAS Number:

160291-45-2

Molecular Weight:

373.43

MDL number:

MFCD10565629

UNSPSC Code:

12352111

PubChem Substance ID:

329755841

NACRES:

NA.32

product line

BioReagent

Assay

≥99.0% (HPLC)

fluorescence

λ_ex 327 nm; λ_em 547 nm in 0.1 M phosphate pH 7.0, 2-mercaptoethanol

suitability

suitable for fluorescence

storage temp.

2-8°C

SMILES string

CN(C)c1cccc2c(cccc12)S(=O)(=O)NCCN3C(=O)C=CC3=O

InChI

1S/C18H19N3O4S/c1-20(2)15-7-3-6-14-13(15)5-4-8-16(14)26(24,25)19-11-12-21-17(22)9-10-18(21)23/h3-10,19H,11-12H2,1-2H3

InChI key

GFVSIWWKMOVBJL-UHFFFAOYSA-N

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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The level of free intracellular zinc mediates programmed cell death/cell survival decisions in plant embryos.

Andreas Helmersson et al.

Plant physiology, 147(3), 1158-1167 (2008-05-30)

Zinc is a potent regulator of programmed cell death (PCD) in animals. While certain, cell-type-specific concentrations of intracellular free zinc are required to protect cells from death, zinc depletion commits cells to death in diverse systems. As in animals, PCD

Metal-chelating and dansyl-labeled poly(N-isopropylacrylamide) microgels as fluorescent Cu2+ sensors with thermo-enhanced detection sensitivity.

Jun Yin et al.

Langmuir : the ACS journal of surfaces and colloids, 25(19), 11367-11374 (2009-08-28)

We report on the fabrication of Cu2+-sensing thermoresponsive poly(N-isopropylacrylamide) (PNIPAM) microgels labeled with metal-chelating acceptor and fluorescent reporter moieties. Cu2+ detection sensitivity can be considerably enhanced via thermo-induced collapse of the sensing matrix, which can easily optimize the relative spatial

A double-functionalized cyclen with carbamoyl and dansyl groups (cyclen = 1,4,7,10-tetraazacyclododecane): a selective fluorescent probe for Y(3+) and La(3+).

S Aoki et al.

Journal of the American Chemical Society, 123(6), 1123-1132 (2001-07-18)

A cyclen (=1,4,7,10-tetraazacyclododecane) doubly functionalized with three carbamoylmethyl groups and one dansylaminoethyl (dansyl = 2-(5-(dimethylamino)-1-naphthalenesulfonyl) group (L(2) = 1-(2-(5-(dimethylamino)-1-naphthalenesulfonylamido)ethyl)-4,7,10-tris(carbamoylmethyl)-cyclen) was synthesized and characterized. Potentiometrtic pH titration and UV spectrophotometric titration of L(2) served to determine deprotonation of the pendant dansylamide

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