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335665

Sigma-Aldrich

7-Hydroxycoumarinyl-4-acetic acid

97%

Synonym(s):

Umbelliferone-4-acetic acid

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About This Item

Empirical Formula (Hill Notation):
C11H8O5
CAS Number:
6950-82-9
Molecular Weight:
220.18
Beilstein:
204777
MDL number:
MFCD00037563
UNSPSC Code:
12352100
PubChem Substance ID:
24860338
NACRES:
NA.22

Quality Level

100

Assay

97%

form

powder

mp

212 °C (dec.) (lit.)

SMILES string

OC(=O)CC1=CC(=O)Oc2cc(O)ccc12

InChI

1S/C11H8O5/c12-7-1-2-8-6(3-10(13)14)4-11(15)16-9(8)5-7/h1-2,4-5,12H,3H2,(H,13,14)

InChI key

BNHPMQBVNXMPDU-UHFFFAOYSA-N

Application

7-Hydroxycoumarinyl-4-acetic acid was used in the synthesis of novel and specific enzyme substrates for Maroteaux-Lamy (MPS VI) and Morquio A (MPS IVA) diseases. It was also employed as ionic liquid matrice for MALDI-TOF MS of proteins, peptides and carbohydrates.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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)

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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7-(Diethylamino)coumarin-3-carboxylic acid BioReagent, suitable for fluorescence, ≥98.0% (HPCE)

Sigma-Aldrich

36799

7-(Diethylamino)coumarin-3-carboxylic acid

Trisha A Duffey et al.
Bioorganic & medicinal chemistry letters, 20(20), 5994-5996 (2010-09-14)
In continued efforts to develop enzymatic assays for lysosomal storage diseases appropriate for newborn screening laboratories we have synthesized novel and specific enzyme substrates for Maroteaux-Lamy (MPS VI) and Morquio A (MPS IVA) diseases. The sulfated monosaccharide derivatives were found
Erland J F Demant et al.
The Biochemical journal, 363(Pt 3), 809-815 (2002-04-20)
The kinetics of the interaction of long-chain fatty acids (referred to as fatty acids) with albumin is critical to understanding the role of albumin in fatty acid transport. In this study we have determined the kinetics of fatty acid dissociation
E J Demant et al.
Analytical biochemistry, 295(1), 38-44 (2001-07-31)
The fluorescence-based long-chain fatty acid probe BSA-HCA (bovine serum albumin labeled with 7-hydroxycoumarin-4-acetic acid) is shown to respond to binding of long-chain acyl-CoA thioesters by quenching of the 450 nm fluorescence emission. As determined by spectrofluorometric titration, binding affinities for
E J Demant
Analytical biochemistry, 267(2), 366-372 (1999-02-26)
A covalent complex between bovine serum albumin and 7-hydroxycoumarin-4-acetic acid (BSA-HCA) shows a strong fluorescence band at lambdamax = 450 nm upon excitation at 375 nm. Quenching of the fluorescence emission accompanies the association of fatty acids (FA) to BSA-HCA
E J Demant
Biochimica et biophysica acta, 1304(1), 43-55 (1996-11-11)
Using a hydrophobic 8-aminooctanoic acid cross-linker, the pH-indicator dye 7-hydroxycoumarin-4-acetic acid (7-HCA) is covalently bound to bovine serum albumin (BSA) at the positions of reactive amino groups. A highly stable and water-soluble complex (BSA-HCA) with a 1:4 molar stoichiometry is
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