Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

55155

Sigma-Aldrich

7-Hydroxycoumarin-3-carboxylic acid

suitable for fluorescence, ≥98.0% (capillary electrophoresis)

Synonym(s):

Umbelliferone-3-carboxylic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H6O5
CAS Number:
779-27-1
Molecular Weight:
206.15
Beilstein:
384141
MDL number:
MFCD00017491
UNSPSC Code:
12352106
PubChem Substance ID:
57651515
NACRES:
NA.32
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98.0% (capillary electrophoresis)

form

solid

pKa 

7.04

mp

261 °C (lit.)

solubility

DMF: soluble
DMSO: soluble
alcohols: soluble

fluorescence

λex 342 nm; λem 447 nm (pH 4.0)
λex 386 nm; λem 448 nm in 0.1 M Tris pH 9.0

suitability

suitable for fluorescence

SMILES string

OC(=O)C1=Cc2ccc(O)cc2OC1=O

InChI

1S/C10H6O5/c11-6-2-1-5-3-7(9(12)13)10(14)15-8(5)4-6/h1-4,11H,(H,12,13)

InChI key

LKLWLDOUZJEHDY-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

7-Hydroxycoumarin-3-carboxylic acid (7-OHCCA) is used as a fluorogenic substrate for glycosyltransferase assays. 7-OHCCA may be used as a non-cinnamate-class substrate analog to study 4-hydroxycinnamate decarboxylase (4-HCD)-inducing activity in Klebsiella oxytoca cells. It is suitable as a pH indicator.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Immobilized on a support to give a pH sensor[1]

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCL1120
BCCK2238
365730/1
070884/1
384040/1

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

H. Offenbacher et al.
Sens. Actuators, 9, 73-73 (1986)
K Higai et al.
Biological & pharmaceutical bulletin, 22(4), 333-338 (1999-05-18)
We developed a novel fluorometric assay method for the measurement of glycosyltransferase activities using mono- and di-saccharides aminated and tagged with 7-hydroxycoumarin-3-carboxylic acid (coumarin) as substrates, N-acetylglucosamine (GlcNAc)-coumarin for beta1,4-galactosyltransferase from bovine milk and Gal beta1-4GlcNAc-coumarin for alpha2,3- and alpha2,6-sialyltransferases
Yuichiro Hori et al.
Journal of the American Chemical Society, 131(46), 16610-16611 (2009-11-03)
Protein labeling provides significant information about protein function. In this research, we developed a novel protein labeling technique by utilizing photoactive yellow protein (PYP). PYP is a small protein (14 kDa) derived from purple bacteria and binds to 7-hydroxycoumarin-3-carboxylic acid
Wei-Hai Chen et al.
ACS nano, 12(8), 7538-7545 (2018-07-04)
Zeolitic Zn2+-imidazolate cross-linked framework nanoparticles, ZIF-8 NMOFs, are used as "smart" glucose-responsive carriers for the controlled release of drugs. The ZIF-8 NMOFs are loaded with the respective drug and glucose oxidase (GOx), and the GOx-mediated aerobic oxidation of glucose yields
Hang Wang et al.
European journal of mass spectrometry (Chichester, England), 22(1), 19-29 (2016-02-11)
Mass spectrometry has been applied to the targeted analysis of commonly used additives (such as Irganox 1010, Irganox 1076, Irgafos 168, etc.) in plastic materials, but a fast and straightforward method for the non-targeted identification and quantification of unusual or
View All Related Papers

Articles

Sensor Dyes

Nitric oxide (NO) as a signal transporter in neurons, endothelial cells and in the immune system.

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service