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78264

Sigma-Aldrich

7-Diethylamino-3-[4-(iodoacetamido)phenyl]-4-methylcoumarin

BioReagent, suitable for fluorescence, ≥85% (HPLC)

Synonym(s):

DCIA

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About This Item

Empirical Formula (Hill Notation):
C22H23IN2O3
CAS Number:
76877-34-4
Molecular Weight:
490.33
MDL number:
MFCD00467581
UNSPSC Code:
12352200
PubChem Substance ID:
329768132
NACRES:
NA.31

product line

BioReagent

Assay

≥85% (HPLC)

form

crystals

fluorescence

λex 389 nm; λem 467 nm in methanol

suitability

suitable for fluorescence

SMILES string

CCN(CC)c1ccc2C(C)=C(C(=O)Oc2c1)c3ccc(NC(=O)CI)cc3

InChI

1S/C22H23IN2O3/c1-4-25(5-2)17-10-11-18-14(3)21(22(27)28-19(18)12-17)15-6-8-16(9-7-15)24-20(26)13-23/h6-12H,4-5,13H2,1-3H3,(H,24,26)

InChI key

WIXAQXKQLNRFDF-UHFFFAOYSA-N

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H413

Precautionary Statements

P273 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

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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T O Sippel
The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society, 29(2), 314-316 (1981-02-01)
N-(4-(7 - Diethylamino - methylcoumarin - 3 yl)phenyl)maleimide (CPM) and the corresponding iodoacetamide are described. When applied to sections at pH 6 and 9, respectively, the two fluorogens are very similar in their reactivity and selectivity toward thiols with which
I D Clark et al.
Analytical biochemistry, 213(2), 296-302 (1993-09-01)
In this study a Ca(2+)-binding 14mer peptide was synthesized with the sequence GDKNADGCIEFEEL, allowing covalent attachment of sulfhydryl-reactive fluorescent molecules at position 7 of the 12-residue, metal-binding loop (underlined). This provided the opportunity to select donor molecules with suitable spectral
Carsten Rendenbach et al.
Microsurgery, 39(4), 304-309 (2018-08-31)
Free flap surgery can be associated with donor-site morbidity. The purpose of this study was to analyze long-term functional outcomes at the donor site after deep circumflex iliac artery (DCIA) bone flap harvesting. Fourteen patients (8 men and 6 women
W D Picking et al.
Biochemistry, 31(8), 2368-2375 (1992-03-03)
The fate of the amino termini of nascent polyalanine, polyserine, and polylysine was monitored by fluorescence techniques as each was translated on Escherichia coli ribosomes. A coumarin probe was placed at the alpha-amino group of a synthetic elongator alanyl-tRNA or
Mélodie Duval et al.
Methods (San Diego, Calif.), 117, 48-58 (2016-12-29)
RNA-protein interactions are at the bases of many biological processes, forming either tight and stable functional ribonucleoprotein (RNP) complexes (i.e. the ribosome) or transitory ones, such as the complexes involving RNA chaperone proteins. To localize the sites where a protein
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