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P0501

Sigma-Aldrich

Phenolphthalein β-D-glucuronide

β-glucuronidase substrate

Synonym(s):

Phenolphthalein β-D-glucosiduronic acid, Phenolphthalein glucuronic acid, Phenolphthalein mono-β-D-glucosiduronic acid

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About This Item

Empirical Formula (Hill Notation):
C26H22O10
CAS Number:
Molecular Weight:
494.45
Beilstein:
68526
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.32

Assay

≥97% (TLC)

form

powder

solubility

H2O: soluble 100 mg/mL

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2ccc(cc2)C3(OC(=O)c4ccccc34)c5ccc(O)cc5

InChI

1S/C26H22O10/c27-15-9-5-13(6-10-15)26(18-4-2-1-3-17(18)24(33)36-26)14-7-11-16(12-8-14)34-25-21(30)19(28)20(29)22(35-25)23(31)32/h1-12,19-22,25,27-30H,(H,31,32)/t19-,20-,21+,22-,25+,26?/m0/s1

InChI key

FXJYOZKDDSONLX-XADSOVDISA-N

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Application

β-glucuronidase activity was determined by the amount of phenolphthalein released from 0.01 M henolphthalein β-D-glucuronide.
Phenolphthalein β-D-glucuronide has been used as a substrate for the detection of β-D-glucuronidase activity in fecal bacteria.

Biochem/physiol Actions

Phenolphthalein β-D-glucuronide is a chromogenic substrate for β-glucuronidase enzyme and the resultant colored product of the reaction is measured at 552 nm.

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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A microtitre plate assay for measuring glycosidase activity
Ball Al, et al.
Journal of Enzyme Inhibition and Medicinal Chemistry, 23(1), 131-135 (2008)
Intestinal health benefits of the water-soluble carbohydrate concentrate of wild grape (Vitis thunbergii) in hamsters
Huang YL, et al.
Journal of Agricultural and Food Chemistry, 60(19), 4854-4858 (2012)
Improvement in intestinal function of hamsters as influenced by consumption of polysaccharide-rich sage weed extracts
Huang YL and Chau CF
Food Chemistry, 133(4), 1618-1623 (2012)
Effects of two pomace insoluble fibres on the activities of faecal bacterial enzymes and intestinal health
Chau CF and Chen CH
European Food Research and Technology, 222(5-6), 681-685 (2006)
Hisashi Satoh et al.
Water science and technology : a journal of the International Association on Water Pollution Research, 83(6), 1399-1406 (2021-03-27)
Monitoring of Escherichia coli concentrations in river water (RW) is essential to identify fecal pollution of the river. The objective of this study was to assess the suitability of a novel, simple and high throughput method developed in our laboratory

Articles

Drug conjugate analysis and the enzymatic hydrolysis of glucuronides

Probiotics exhibit an inhibitory effect on pathogens, help prevent chronic intestinal inflammatory diseases or atopic syndromes, and support the immune system.

Protocols

Objective: To standardize a procedure for the enzymatic assay of β-Glucuronidase.

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