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1576800 USP

Propyl gallate

United States Pharmacopeia (USP) Reference Standard

Synonym: 3,4,5-Trihydroxybenzoic acid propyl ester

  • CAS Number 121-79-9

  • Linear Formula 3,4,5-(HO)3C6H2CO2CH2CH2CH3

  • Molecular Weight 212.20

  •  Beilstein/REAXYS Number 1877976

  •  MDL number MFCD00002196

  •  PubChem Substance ID 329750994

  •  NACRES NA.24

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Properties

Related Categories Analytical Standards, Analytical/Chromatography, Pharmacopeia & Metrological Institutes Standards, USP Standards, USP Standards P - R More...
grade   pharmaceutical primary standard
form   neat
mfr. no.   USP
mp   146-149 °C (lit.)
Featured Industry   Pharmaceutical (small molecule)
format   neat
storage temp.   room temp
SMILES string   CCCOC(=O)c1cc(O)c(O)c(O)c1
InChI   1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3
InChI key   ZTHYODDOHIVTJV-UHFFFAOYSA-N

Description

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Used as an anti-fade reagent in fluorescence microscopy to reduce photobleaching of fluorescent probes such as rhodamine and fluorescein.

Biochem/physiol Actions

An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis. However, propyl gallate induced single strand breaks in DNA at concentrations higher than 0.25 μM when it was combined with copper concentrations at 5 μM and above. Another report, however, found that incubation of isolated rat hepatocytes with propyl gallate at concentrations of >1 mM induced cell killing, whereas, a lower concentration of propyl gallate > 0.5 mM resulted in a ladder formation of soluble low-molecular weight DNA fragments, characteristic of apoptosis.

An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.

Reconstitution

Prepare a 0.1M solution in glycerol:PBS (9:1)

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

USP issued SDS can be found here.

Sales restrictions may apply.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
368.6 °F - closed cup
Flash Point(C) 
187 °C - closed cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

GC Analysis of Antioxidants on SAC™-5

From our library of Articles, Sigma-Aldrich presents GC Analysis of Antioxidants on SAC™-5
Keywords: Chromatography, Cosmetics, Flame ionization detector, Gas chromatography, Purification

HPLC Analysis of Antioxidants on SUPELCOSIL™ LC-18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Antioxidants on SUPELCOSIL™ LC-18
Keywords: Chromatography, Cosmetics, High performance liquid chromatography

Peer-Reviewed Papers
15

References

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PHR1118 Propyl gallate, Pharmaceutical Secondary Standard; Certified Reference Material

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