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Sigma-Aldrich

7-(Diethylamino)coumarin-3-carbohydrazide

BioReagent, suitable for fluorescence, ≥95% (HPCE)

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About This Item

Empirical Formula (Hill Notation):
C14H17N3O3
CAS Number:
100343-98-4
Molecular Weight:
275.30
Beilstein/REAXYS Number:
5574454
MDL number:
MFCD00467583
UNSPSC Code:
12352125
PubChem Substance ID:
57649662
NACRES:
NA.32

product line

BioReagent

assay

≥95% (HPCE)

solubility

DMF: soluble
acetonitrile: soluble
chloroform: soluble
methanol: soluble

fluorescence

λex 450 nm; λem 468 nm in methanol

suitability

suitable for fluorescence

SMILES string

CCN(CC)c1ccc2C=C(C(=O)NN)C(=O)Oc2c1

InChI

1S/C14H17N3O3/c1-3-17(4-2)10-6-5-9-7-11(13(18)16-15)14(19)20-12(9)8-10/h5-8H,3-4,15H2,1-2H3,(H,16,18)

InChI key

LYBMHAINSFEHRL-UHFFFAOYSA-N

General description

7-(Diethylamino)coumarin-3-carbohydrazide is a coumarin-hydrazide reagent typically used as a fluorescent chemical probe for labeling of cellular carbonyls.

Application

7-(Diethylamino)coumarin-3-carbohydrazide is used for derivatization and detection of carboxylic acid and carbonylated molecules such as lipid peroxidation products (LPP) by electrospray ionization-mass spectrometry (ESI-MS) in positive ion mode. It may be used as a fluorescent label for the determination of lipid aldehydes in food products by normal phase liquid chromatography (NPLC) coupled to ESI-MS and fluorescent detector (FLD) and for the derivatization of monoterpene alcohols in urine prior to analysis by high performance liquid chromatography(HPLC) with FLD coupled to ESI-MS.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Derivatizing agent for carboxylic acid detection

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M.L. Grayeski et al.
Analytical Chemistry, 59, 1203-1203 (1987)
Selective labeling for the identification and semi-quantification of lipid aldehydes in food products
Hollebrands B, et al.
Analytical and Bioanalytical Chemistry, 85(1), 1-9 (2018)
Roland J W Meesters et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 875(2), 444-450 (2008-10-11)
A method was developed for the determination of the monoterpene alcohols verbenol, myrtenol, perillyl alcohol, alpha-terpineol, Delta(3)-carene-10-ol, thymol and p-alpha,alpha-trimethylbenzylalcohol in urine samples. After an enzymatic cleavage of their glucuronide- and sulfate conjugates the monoterpene alcohols were converted in the
Ivana Milic et al.
Analytical chemistry, 85(1), 156-162 (2012-11-29)
Reactive oxygen species (ROS) and other oxidative agents such as free radicals can oxidize polyunsaturated fatty acids (PUFA) as well as PUFA in lipids. The oxidation products can undergo consecutive reactions including oxidative cleavages to yield a chemically diverse group
J C Touchstone et al.
Steroids, 56(12), 601-605 (1991-12-01)
7-Diethylaminocourmarin-3-carbohydrazide was used to label the ketone group of the tetrahydroprogesterones to form fluorescent derivatives with high sensitivity. The four isomeric 3-hydroxypregnanes separated readily on high-performance, thin-layer chromatography after derivatization. This separation was not possible with the underivatized isomers. Standards
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