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Propyl gallate_Molecular_structure_CAS_121-79-9)
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Propyl gallate

Catalog No. 48710 Name Sigma Aldrich
CAS Number 121-79-9 Website http://www.sigmaaldrich.com
M. F. C10H12O5 Telephone 1-800-521-8956
M. W. 212.19928 Fax
Purity ≥98.0% (HPLC) Email
Storage Chembase ID: 102709

SYNONYMS

Title
没食子酸丙酯
IUPAC name
propyl 3,4,5-trihydroxybenzoate
IUPAC Traditional name
propyl gallate
Synonyms
3,4,5-Trihydroxybenzoic acid propyl ester
Tenox PG
3,4,5-三羟基苯甲酸丙酯

DATABASE IDS

EC Number 204-498-2
CAS Number 121-79-9
PubChem SID 24872242
Beilstein Number 1877976
MDL Number MFCD00002196

PROPERTIES

Grade purum
Linear Formula 3,4,5-(HO)3C6H2CO2CH2CH2CH3
Purity ≥98.0% (HPLC)
Flash Point 187 °C
Flash Point 368.6 °F
Melting Point 146-149 °C(lit.)
Melting Point 146-149 °C
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302-H317
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
GHS Precautionary statements P280
Risk Statements 22-43
RTECS LW8400000
Safety Statements 24-37
German water hazard class 2

DETAILS

Description (English)
Reconstitution
Prepare a 0.1M solution in glycerol:PBS (9:1)
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.
Description (简体中文)
Reconstitution
用甘油:PBS (9:1) 配成 0.1M 的溶液
Application
在荧光显微术中用作抗淬灭剂,以减少罗丹明和荧光素等荧光探针的光漂白。
Biochem/physiol Actions
表现出抗菌活性的抗氧化剂。据报道,五倍子酸丙酯是一种有效的、抗氧化剂类体内外护肝剂。另据证明,它能防止神经元凋亡,阻止暴露于 FeSO4/GA 的神经元死亡,以及在一定程度上防止 TNF-诱导的内皮细胞凋亡。
表现出抗菌活性的抗氧化剂。据报道,五倍子酸丙酯是一种有效的、抗氧化剂类体内外护肝剂。另据证明,它能防止神经元凋亡,阻止暴露于 FeSO4/GA 的神经元死亡,以及在一定程度上防止 TNF-诱导的内皮细胞凋亡。但是,当五倍子酸丙酯浓度高于 0.25μM,同时存在 5μM 及更高浓度的铜时,会诱导 DNA 单链断裂。另有报道称,使用浓度 >1mM 的五倍子酸丙酯进行离体大鼠肝细胞培养会诱导细胞死亡,而 >0.5mM 的较低浓度的五倍子酸丙酯导致了可溶性低分子量 DNA 片段的 ladder 形成,这是细胞凋亡的特征。

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