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Merck

08108

Supelco

(−)-Epigallocatechin

analytical standard

Synonym(e):

(−)-cis-2-(3,4,5-Trihydroxyphenyl)-3,4-dihydro-1(2H)-benzopyran-3,5,7-triol, (−)-cis-3,3′,4′,5,5′,7-Hexahydroxy-flavan

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About This Item

Empirische Formel (Hill-System):
C15H14O7
CAS-Nummer:
Molekulargewicht:
306.27
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

≥90% (HPLC)

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

food and beverages

Format

neat

SMILES String

O[C@@H]1Cc2c(O)cc(O)cc2O[C@@H]1c3cc(O)c(O)c(O)c3

InChI

1S/C15H14O7/c16-7-3-9(17)8-5-12(20)15(22-13(8)4-7)6-1-10(18)14(21)11(19)2-6/h1-4,12,15-21H,5H2/t12-,15-/m1/s1

InChIKey

XMOCLSLCDHWDHP-IUODEOHRSA-N

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Allgemeine Beschreibung

(−)-Epigallocatechin (EGC) belongs to the tea catechins group of polyphenols.

Anwendung

EGC may be used as an analytical standard for the determination of EGC in:
  • Fruit juices by high-performance liquid chromatography with diode array detection (HPLC-DAD) combined with electrospray ionization (ESI) and triple quadrupole mass spectrometry.
  • Green tea standard reference materials (SRMs) by LC coupled with particle beam/electron ionization mass spectrometry (LC-PB/EIMS).
  • Tea extracts by HPLC with electrochemical detection (ECD) and in plant-based foods by HPLC-DAD.

Biochem./physiol. Wirkung

Green tea polyphenol. Anticancer agent. Lower antioxidant activity than EGCG.

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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(−)-Epicatechin-Gallat phyproof® Reference Substance

PHL89193

(−)-Epicatechin-Gallat

(−)-Gallocatechin ≥98% (HPLC)

Sigma-Aldrich

G6657

(−)-Gallocatechin

(+)-Catechin analytical standard

Supelco

43412

(+)-Catechin

(−)-Epigallokatechingallat ≥95%

Sigma-Aldrich

E4143

(−)-Epigallokatechingallat

(−)-Epicatechin ≥90% (HPLC)

Sigma-Aldrich

E1753

(−)-Epicatechin

Liquid chromatographic method for the separation and quantification of prominent flavonoid aglycones
Merken HM and Beecher GR
Journal of Chromatography A, 897(1-2), 177-184 (2000)
Pharmacokinetics of tea catechins after ingestion of green tea and (-)-epigallocatechin-3-gallate by humans: formation of different metabolites and individual variability
Lee MJ, et al.
Cancer Epidemiology, Biomarkers & Prevention, 11(10), 1025-1032 (2002)
A general analytical strategy for the characterization of phenolic compounds in fruit juices by high-performance liquid chromatography with diode array detection coupled to electrospray ionization and triple quadrupole mass spectrometry
Abad-Garcia, B, et al.
Journal of Chromatography A, 1216(28), 5398-5415 (2009)
Determination of catechins and caffeine in proposed green tea standard reference materials by liquid chromatography-particle beam/electron ionization mass spectrometry (LC-PB/EIMS)
Castro J, et al.
Talanta, 82(5), 1687-1695 (2010)
Simultaneous determination of twelve tea catechins by high-performance liquid chromatography with electrochemical detection
Sano M, et al.
Analyst, 126(6), 816-820 (2001)

Artikel

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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