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P0376

Sigma-Aldrich

Phenolphthalein β-D-glucuronide sodium salt

β-glucuronidase substrate, chromogenic, ≥90% (TLC), powder

Synonym(s):

Phenolphthalein glucuronic acid, Phenolphthalein mono-β-glucosiduronic acid

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About This Item

Linear Formula:
C26H21O10Na
CAS Number:
6820-54-8
Molecular Weight:
516.43
EC Number:
229-896-3
MDL number:
MFCD00051200
UNSPSC Code:
12352204
PubChem Substance ID:
329820033
NACRES:
NA.28

product name

Phenolphthalein β-D-glucuronide sodium salt, β-glucuronidase substrate

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

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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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)
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)
Z K Sharaiha et al.
Digestive diseases and sciences, 28(9), 827-832 (1983-09-01)
Phenolphthalein is an odorless, tasteless compound, poorly soluble in water, but readily soluble in alcohol or ether. Although its laxative activity was discovered in 1902, the mechanism of action remains unclear. Phenolphthalein has been found to be an ineffective laxative
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