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Sigma-Aldrich

Phenolphthalein β-D-glucuronide

≥98% (TLC)

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:
15265-26-6
Molecular Weight:
494.45
Beilstein:
68526
MDL number:
MFCD00135881
UNSPSC Code:
12352204
PubChem Substance ID:
329767834
NACRES:
NA.83

biological source

rabbit urine

Assay

≥98% (TLC)

form

powder

impurities

≤0.5% free phenolphthalein
≤6% water

solubility

H2O: 0.1 g/mL, clear, light yellow

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 test: suitable as substrate, for liver and bacterial enzymes

Other Notes

Characterization of β-glucuronidase from Ampullaria

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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Phenolphthalein ACS reagent

Sigma-Aldrich

105945

Phenolphthalein

T. Tsukada et al.
Comparative Biochemistry and Physiology, 86B, 565-565 (1987)
W E Kurtin et al.
Analytical biochemistry, 147(2), 511-516 (1985-06-01)
A method for improving the assay of beta-glucuronidase in hepatic and gallbladder bile is described. The method uses ion-pair extraction with N,N,N-triheptyl-1-heptanaminium bromide to remove pigments and bile acids. Conjugated bilirubin, unconjugated bilirubin, and taurine and glycine conjugates of deoxycholic
Miklós Csala et al.
Biochemical pharmacology, 68(7), 1353-1362 (2004-09-04)
The transport of glucuronides across the endoplasmic reticulum membrane is an important step in the overall process of biotransformation, although the mechanism remains unclear and the participating transporters are unidentified. Using a rapid filtration assay in combination with liquid chromatography-mass
Inhibitory effect of bile acids on the activity of human beta-glucuronidase at its optimal pH.
K J Ho et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 167(3), 304-309 (1981-07-01)
M Tugnait et al.
Journal of pharmaceutical and biomedical analysis, 9(10-12), 895-899 (1991-01-01)
Preliminary studies have been undertaken to evaluate the potential of immobilized phenylboronic acid (PBA) for the solid-phase extraction (SPE) of glucuronide metabolites from urine. These studies have demonstrated that immobilized PBA can be used to specifically extract phenolphthalein glucuronide (5
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