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55155

7-Hydroxycoumarin-3-carboxylic acid

Name: 7-Hydroxycoumarin-3-carboxylic acid
Brand: SIGMA

suitable for fluorescence, ≥98.0% (capillary electrophoresis)

Synonym(s):

Umbelliferone-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₆O₅

CAS Number:

779-27-1

Molecular Weight:

206.15

UNSPSC Code:

12352106

NACRES:

NA.32

PubChem Substance ID:

57651515

MDL number:

MFCD00017491

Beilstein/REAXYS Number:

384141

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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

λ_ex 342 nm; λ_em 447 nm (pH 4.0), λ_ex 386 nm; λ_em 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

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

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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H. Offenbacher et al.

Sens. Actuators, 9, 73-73 (1986)

A fluorometric assay for glycosyltransferase activities using sugars aminated and tagged with 7-hydroxycoumarin-3-carboxylic acid as substrates and high performance liquid chromatography.

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

Photoactive yellow protein-based protein labeling system with turn-on fluorescence intensity.

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

Glucose-Responsive Metal-Organic-Framework Nanoparticles Act as "Smart" Sense-and-Treat Carriers.

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

Identification and quantification of unknown antioxidants in plastic materials by ultrasonic extraction and ultra-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry.

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

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Global Trade Item Number

SKU	GTIN
55155-100MG-F	04061832532592

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