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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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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
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
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
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
S Yoshida et al.
Journal of chromatography, 530(1), 57-64 (1990-08-24)
7-(Diethylamino)-3-[4-[iodoacetyl)amino)phenyl]-4-methylcoumarin (DCIA) and 4-(bromomethyl)-7-methoxycoumarin have been evaluated as fluoropyrimidine-derivatizing agents to be detected using peroxyoxalate chemiluminescence with high-performance liquid chromatography. The derivatization procedure required only one step. No chemiluminescence was observed from the bromo derivatives, and the detection limits of
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