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96669

7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin

Name: 7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin
Brand: SIGMA

suitable for fluorescence, BioReagent, ≥90% (HPCE)

Synonym(s):

1H-Pyrrole-2,5-dione, 1-(4-(7-(diethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl)phenyl)-, CPM

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About This Item

Empirical Formula (Hill Notation):

C₂₄H₂₂N₂O₄

CAS Number:

76877-33-3

Molecular Weight:

402.44

NACRES:

NA.32

PubChem Substance ID:

57653774

UNSPSC Code:

12171500

MDL number:

MFCD00077334

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Properties

product line

BioReagent

Quality Level

100

assay

≥90% (HPCE)

form

solid

fluorescence

λ_ex 391 nm; λ_em 472 nm in methanol: 2-mercaptoethanol

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

CCN(CC)c1ccc2C(C)=C(C(=O)Oc2c1)c3ccc(cc3)N4C(=O)C=CC4=O

InChI

1S/C24H22N2O4/c1-4-25(5-2)18-10-11-19-15(3)23(24(29)30-20(19)14-18)16-6-8-17(9-7-16)26-21(27)12-13-22(26)28/h6-14H,4-5H2,1-3H3

InChI key

YGIABALXNBVHBX-UHFFFAOYSA-N

Description

Application

Fluorescence probe for glutathione for intact cells; specific advantages: only thio derivative fluoresces, high quantum yield and good Stokes shift

Biochem/physiol Actions

Used to monitor release of thiols, quantitate thiol in microplate reactions, and to distinguish proliferating cancer cells by nucleolar protein staining.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Simple methods for the detection and quantification of thiols from Crithidia fasciculata and for the isolation of trypanothione.

D J Steenkamp

The Biochemical journal, 292 ( Pt 1), 295-301 (1993-05-15)

Methods for the qualitative and quantitative analysis of thiols by means of the fluorogenic reagent 7-diethylamino-3-(4'-maleimidylphenyl)-4-methylcoumarin are described, with particular reference to the trypanosomatid metabolites glutathionylspermidine (GSH-spermidine) and trypanothione. Second-order rate constants for the derivatization of seven different thiols under

Transmembrane redox sensor of ryanodine receptor complex.

W Feng et al.

The Journal of biological chemistry, 275(46), 35902-35907 (2000-09-22)

Inositol 1,4,5-trisphosphate receptors (IP(3)R) and ryanodine receptors (RyR) mediate the release of endoplasmic and sarcoplasmic reticulum (ER/SR) Ca(2+) stores and regulate Ca(2+) entry through voltage-dependent or ligand-gated channels of the plasma membrane. A prominent property of ER/SR Ca(2+) channels is

Site-selective modification of hyperreactive cysteines of ryanodine receptor complex by quinones.