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P0376

Sigma-Aldrich

Phenolphthalein β-D-glucuronide sodium salt

β-glucuronidase substrate

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Synonym(s):
Phenolphthalein glucuronic acid, Phenolphthalein mono-β-glucosiduronic acid
Linear Formula:
C26H21O10Na
CAS Number:
6820-54-8
Molecular Weight:
516.43
EC Number:
229-896-3
MDL number:
MFCD00051200
PubChem Substance ID:
329820033

Assay

≥90% (TLC)

form

powder

solubility

H2O: soluble 5 mg/mL

storage temp.

−20°C

SMILES string

[Na+].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.Na/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);/q;+1/p-1/t19-,20-,21+,22-,25+,26?;/m0./s1

InChI key

GBLJULUMBNYFAK-PDFLYTMFSA-M

Biochem/physiol Actions

Phenolphthalein β-D-glucuronide sodium salt is a β glucuronidase substrate. It is biosynthesized from the urine of rabbits to which phenolphthalein has been administered.

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

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Chromogenic substrates II. Phenolphthalein glucuronic acid as substrate for the assay of glucuronidase activity
Talalay P, et al.
The Journal of Biological Chemistry, 166(2), 757-772 (1946)
[9] Preparation and assay of substrates for $\beta$-glucuronidase
Fishman WH
Test (1957)
Improvement in intestinal function and health by the peel fiber derived from Citrus sinensis L cv Liucheng
Chi-Fai Chau, Fuu Sheu, Ya-Ling Huang and Li-Hung Su
Journal of the Science of Food and Agriculture, 85, 1211-1216 (2005)
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
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