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
Empirical Formula (Hill Notation):
C18H18N2O6
CAS Number:
Molecular Weight:
358.35
Beilstein/REAXYS Number:
5359433
MDL number:
PubChem Substance ID:
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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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