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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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Properties

Quality Segment

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

Description

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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Articles

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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

Induction of 4-hydroxycinnamate decarboxylase in Klebsiella oxytoca cells exposed to substrates and non-substrate 4-hydroxycinnamate analogs.

Y Hashidoko et al.

Bioscience, biotechnology, and biochemistry, 65(12), 2604-2612 (2002-02-06)

The 4-hydroxycinnamate decarboxylase (4-HCD)-inducing activity of several substrate analogs toward Klebsiella oxytoca was investigated. Four E-cinnamate-class compounds, E-4-hydroxycinnamic acid (1), caffeic acid (2), ferulic acid (3) and E-2,4-dihydroxycinnamic acid (4), all of which were accepted as substrates, all of which

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Global Trade Item Number

SKU	GTIN
55155-100MG-F	04061832532592