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Sigma-Aldrich

7-(Diethylamino)coumarin-3-carbohydrazide

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

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About This Item

Formule empirique (notation de Hill):
C14H17N3O3
Numéro CAS:
100343-98-4
Poids moléculaire :
275.30
Numéro Beilstein :
5574454
Numéro MDL:
MFCD00467583
Code UNSPSC :
12352125
ID de substance PubChem :
57649662
Nomenclature NACRES :
NA.32

Gamme de produits

BioReagent

Pureté

≥95% (HPCE)

Solubilité

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

Fluorescence

λex 450 nm; λem 468 nm in methanol

Adéquation

suitable for fluorescence

Chaîne SMILES 

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)

Clé InChI

LYBMHAINSFEHRL-UHFFFAOYSA-N

Description générale

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Autres remarques

Derivatizing agent for carboxylic acid detection

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
M.L. Grayeski et al.
Analytical Chemistry, 59, 1203-1203 (1987)
Simultaneous detection of low and high molecular weight carbonylated compounds derived from lipid peroxidation by electrospray ionization-tandem mass spectrometry
Milic I, et al.
Analytical Chemistry, 85(1), 156-162 (2012)
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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