335665
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:
Molecular Weight:
220.18
Beilstein:
204777
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
form
powder
mp
212 °C (dec.) (lit.)
functional group
carboxylic acid
ester
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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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
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
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
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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