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36801

Sigma-Aldrich

7-(Diethylamino)coumarin-3-carboxylic acid N-succinimidyl ester

BioReagent, suitable for fluorescence, ≥96.0% (HPLC)

Synonym(s):

N-Succinimidyl 7-(diethylamino)coumarin-3-carboxylate

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About This Item

Empirical Formula (Hill Notation):
C18H18N2O6
CAS Number:
Molecular Weight:
358.35
Beilstein:
5359433
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.32

product line

BioReagent

Assay

≥96.0% (HPLC)

solubility

DMF: soluble
DMSO: soluble
acetonitrile: soluble

fluorescence

λex 445 nm; λem 482 nm in 0.1 M phosphate pH 7.0

suitability

corresponds for coupling to amines
suitable for fluorescence

storage temp.

−20°C

SMILES string

CCN(CC)c1ccc2C=C(C(=O)ON3C(=O)CCC3=O)C(=O)Oc2c1

InChI

1S/C18H18N2O6/c1-3-19(4-2)12-6-5-11-9-13(17(23)25-14(11)10-12)18(24)26-20-15(21)7-8-16(20)22/h5-6,9-10H,3-4,7-8H2,1-2H3

InChI key

NUNPVRICKDZFLK-UHFFFAOYSA-N

Application

7-(Diethylamino)coumarin-3-carboxylic acid N-succinimidyl ester is used as a reagent to conjugate 7-(diethylamino)coumarin-3-carboxylic acid (7-DCCA) to other molecules such as amino acids via amide chemistry. 7-DCCA is used to label amino acids prior to resolution by capillary zone electrophoresis. 7-DCCA is used as a reference in screening of nerve agent degradation products by MALDI-TOFMS.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Labeling of amino acids prior to resolution by capillary zone electrophoresis

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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T. Higashijima et al.
Analytical Chemistry, 64, 711-711 (1992)
You-Ren Shu et al.
Analytical chemistry, 78(13), 4697-4701 (2006-07-01)
A novel method for the rapid screening of degradation products derived from nerve agents by matrix-assisted laser desorption ionization time-of-flight mass spectrometry is described. Five standard products were selected as model compounds, including isopropyl methylphosphonic acid (IMPA), pinacolyl methylphosphonic acid

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