Epitheaflagallin 3-O-gallate | CAS:102067-92-5

Epitheaflagallin 3-O-gallate

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Description:

Epitheaflagallin 3-O-gallate is a promising functional food material with potential antiobesity and antiperiodontal disease activities, it suppresses tumor growth through the suppression of angiogenesis. Epitheaflagallin 3-O-gallate also shows antioxidative activity, pancreatic lipase inhibition, Streptococcus sorbinus glycosyltransferase inhibition, and an inhibiting effect on the activity of matrix metalloprotease-1 and -3.

Targets:

MMP(e.g.TIMP)

In vitro:

J Agric Food Chem. 2017 Dec 6;65(48):10473-10481.

Functional Characterization of Epitheaflagallin 3-O-Gallate Generated in Laccase-Treated Green Tea Extracts in the Presence of Gallic Acid.[Pubmed: 29131612]

Epitheaflagallin (ETFG) and Epitheaflagallin 3-O-gallate (ETFGg) are minor polyphenols in black tea extract that are enzymatically synthesized from epigallocatechin (EGC) and epigallocatechin gallate (EGCg), respectively, in green tea extract via laccase oxidation in the presence of gallic acid.
METHODS AND RESULTS:
The constituents of laccase-treated green tea extract in the presence of gallic acid are thus quite different from those of nonlaccase-treated green tea extract: EGC and EGCg are present in lower concentrations, and ETFG and ETFGg are present in higher concentrations. Additionally, laccase-treated green tea extract contains further polymerized catechin derivatives, comparable with naturally fermented teas such as oolong tea and black tea. We found that ETFGg and laccase-treated green tea extracts exhibit versatile physiological functions in vivo and in vitro, including antioxidative activity, pancreatic lipase inhibition, Streptococcus sorbinus glycosyltransferase inhibition, and an inhibiting effect on the activity of matrix metalloprotease-1 and -3 and their synthesis by human gingival fibroblasts.
CONCLUSIONS:
We confirmed that these inhibitory effects of ETFGg in vitro match well with the results obtained by docking simulations of the compounds with their target enzymes or noncatalytic protein. Thus, ETFGg and laccase-treated green tea extracts containing ETFGg are promising functional food materials with potential antiobesity and antiperiodontal disease activities.

Epitheaflagallin 3-O-gallate Description

Source:	From Black tea
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Structure Identification:

Enzyme Microb Technol. 2016 Jan;82:125-132.

Characterization and cloning of laccase gene from Hericium coralloides NBRC 7716 suitable for production of epitheaflagallin 3-O-gallate.[Pubmed: 26672458 ]

Epitheaflagallin 3-O-gallate (ETFGg) is a minor polyphenol found in black tea extract, which has good physiological functions. It is synthesized from epigallocatechin gallate (EGCg) with gallic acid via laccase oxidation.
METHODS AND RESULTS:
Various basidiomycetes and fungi were screened to find a suitable laccase for the production of ETFGg. A basidiomycete, Hericium coralloides NBRC 7716, produced an appropriate extracellular laccase. The purified laccase produced twice the level of ETFGg compared with commercially available laccase from Trametes sp. The enzyme, termed Lcc2, is a monomeric protein with an apparent molecular mass of 67.2 kDa. The N-terminal amino acid sequence of Lcc2 is quite different from laccase isolated from the fruiting bodies of Hericium. Lcc2 showed similar substrate specificity to known laccases and could oxidize various phenolic substrates, including pyrogallol, gallic acid, and 2,6-dimethoxyphenol. The full-length lcc2 gene was obtained by PCR using degenerate primers, which were designed based on the N-terminal amino acid sequence of Lcc2 and conserved copper-binding sites of laccases, and 5'-, and 3'-RACE PCR with mRNA. The Lcc2 gene showed homology with Lentinula edodes laccase (sharing 77% amino acid identity with Lcc6).
CONCLUSIONS:
We successfully produced extracellular Lcc2 using a heterologous expression system with Saccharomyces cerevisiae. Moreover, it was confirmed that the recombinant laccase generates similar levels of ETFGg as the native enzyme.

Product Name	Epitheaflagallin 3-O-gallate
Price:
CAS No.:	102067-92-5
Catalog No.:	CFN93141
Molecular Formula:	C₂₇H₂₀O₁₃
Molecular Weight:	552.44 g/mol
Purity:	>=98%
Type of Compound:	Flavonoids
Physical Desc.:	Powder
Source:	From Black tea
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Download:	COA MSDS
Similar structural:	Comparison
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Flavonoids Compound Library MMP(e.g.TIMP) Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.8102 mL	9.0508 mL	18.1015 mL	36.203 mL	45.2538 mL
5 mM	0.362 mL	1.8102 mL	3.6203 mL	7.2406 mL	9.0508 mL
10 mM	0.181 mL	0.9051 mL	1.8102 mL	3.6203 mL	4.5254 mL
50 mM	0.0362 mL	0.181 mL	0.362 mL	0.7241 mL	0.9051 mL
100 mM	0.0181 mL	0.0905 mL	0.181 mL	0.362 mL	0.4525 mL

CFN96003	1,11b-Dihydro-11b-hydroxymaackiain	210537-05-6	302.3	C₁₆H₁₄O₆
CFN60205	Dinaciclib (SCH727965)	779353-01-4	396.49	C₂₁H₂₈N₆O₂
CFN93061	2-Pentylfuran	3777-69-3	138.2	C₉H₁₄O
CFN92961	Curculigoside B	143601-09-6	452.41	C₂₁H₂₄O₁₁