This product has not been sterilized. For cell culture applications, filter sterilization of the reconstituted solution is needed.
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G7548
Penta-O-galloyl-β-D-glucose hydrate
≥96% (HPLC), apoptosis inducer, powder
Synonim(y):
1,2,3,4,6-Penta-O-galloyl-b-D-glucopyranose, 1,2,3,4,6-pentakis(3,4,5-trihydroxybenzoate)-b-D-Glucopyranose, Gallic acid, pentaester with b-D-glucopyranose, Glucopyranose, pentagallate, b-D, PGG, Penta-1,2,3,4,6-O-galloyl-b-D-glucose, Penta-O-galloyl-beta-D-glucose
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| Gabaryty przesyłki | SKU | Dostępność | Cena netto |
|---|---|---|---|
| 5 mg | Skontaktuj się z Obsługą Klienta, aby uzyskać informacje na temat dostępności | 602,00 zł | |
| 25 mg | Skontaktuj się z Obsługą Klienta, aby uzyskać informacje na temat dostępności | 1140,00 zł |
Informacje o tej pozycji
Wzór empiryczny (zapis Hilla):
C41H32O26 · xH2O
Numer CAS:
Masa cząsteczkowa:
940.68 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
602,00 zł
Skontaktuj się z Obsługą Klienta, aby uzyskać informacje na temat dostępności
Pomoc techniczna
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Pozwól nam pomócNazwa produktu
Penta-O-galloyl-β-D-glucose hydrate, ≥96% (HPLC)
Quality Level
assay
≥96% (HPLC)
form
powder
optical activity
[α]/D +14 to +26°, c = 0.2 in acetone-d6
color
light brown
solubility
DMSO: ≥20 mg/mL
storage temp.
2-8°C
SMILES string
O=C(O[C@H]([C@H]([C@@H]([C@@H](COC(C1=CC(O)=C(O)C(O)=C1)=O)O2)OC(C3=CC(O)=C(O)C(O)=C3)=O)OC(C4=CC(O)=C(O)C(O)=C4)=O)[C@@H]2OC(C5=CC(O)=C(O)C(O)=C5)=O)C6=CC(O)=C(O)C(O)=C6.O
InChI
1S/C41H32O26.H2O/c42-17-1-12(2-18(43)28(17)52)36(57)62-11-27-33(64-37(58)13-3-19(44)29(53)20(45)4-13)34(65-38(59)14-5-21(46)30(54)22(47)6-14)35(66-39(60)15-7-23(48)31(55)24(49)8-15)41(63-27)67-40(61)16-9-25(50)32(56)26(51)10-16;/h1-10,27,33-35,41-56H,11H2;1H2/t27-,33-,34+,35-,41+;/m1./s1
Powiązane kategorie
1 of 1
Ta pozycja | |||
|---|---|---|---|
| assay ≥96% (HPLC) | assay 98% | assay 98% | assay ≥98.0% (TLC) |
| form powder | form powder | form powder | form solid |
| Quality Level 100 | Quality Level 100 | Quality Level 200 | Quality Level 100 |
| storage temp. 2-8°C | storage temp. - | storage temp. - | storage temp. −20°C |
| solubility DMSO: ≥20 mg/mL | solubility - | solubility - | solubility - |
| color light brown | color - | color - | color - |
Application
Penta-O-galloyl-β-D-glucose hydrate (PCG) has been used as an inhibitor of abdominal aortic aneurysms (AAA) and matrix metalloproteinase (MMP) related metastatic activity.
Biochem/physiol Actions
Autophagy inducer in human PC-3 and mouse TRAMP-C2 prostate cancer cells
PGG induces predominantly (caspase dependent) apoptosis in DU145 and LNCaP cells, while inducing autophagy in more resistant PC3 and TRAMP-C2 cells. It appears that PGG targeted signaling downstream of rather than the mTOR itself. Polyphenolic pyranoses were reported (J Biol Chem. 2010, 285 (11), 7892-902) to inhibit the plasminogen activator inhibitor type 1 (PAI-1).
Penta-O-galloyl-β-D-glucose hydrate (PCG) is a polyphenolic gallotannin compound produced by plants. It has an ability to inhibit matrix metalloproteinase (MMP) related metastatic activity. Thus, PCG can be used for treating metastatic activity in squamous cell carcinoma. In addition, it also acts as a potential drug for stabilizing small abdominal aneurysms.
Features and Benefits
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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Klasa składowania
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.
Hyo-Jung Lee et al.
Kidney international, 79(5), 538-545 (2010-11-19)
Adhesion of calcium oxalate (CaOx) crystals to kidney cells may be a key event in the pathogenesis of kidney stones associated with marked hyperoxaluria. Previously, we found that 1,2,3,4,6-penta-O-galloyl-β-D-glucose (PGG), isolated from a traditional medicinal herb, reduced CaOx crystal adhesion
Small molecule inhibition of matrix metalloproteinases as a potential therapeutic for metastatic activity in squamous cell carcinoma
Matias C, et al.
Oral cancer, 3(1-2), 1-8 (2019)
Hsiu-Chen Huang et al.
Journal of agricultural and food chemistry, 59(12), 6765-6775 (2011-05-24)
The F-box protein S-phase kinase-associated protein 2 (Skp2), which acts as an oncogene through targeting p27 for degradation, is overexpressed in many different human cancers. Skp2 can play an important role in breast cancer progression and may also be a
Anna K Kiss et al.
Journal of agricultural and food chemistry, 58(18), 9960-9966 (2010-08-21)
In this study, we analyzed ex vivo the effect of an aqueous extract of Oenothera paradoxa defatted seeds on the formation of neutrophil-derived oxidants. For defining active compounds, we also tested lypophilic extract constituents such as gallic acid, (+)-catechin, ellagic
Sourav S Patnaik et al.
Bioengineering (Basel, Switzerland), 6(3) (2019-07-07)
The objective of this study was to quantify pentagalloyl glucose (PGG) mediated biomechanical restoration of degenerated extracellular matrix (ECM). Planar biaxial tensile testing was performed for native (N), enzyme-treated (collagenase and elastase) (E), and PGG (P) treated porcine abdominal aorta
Produkty
Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.
Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.
Numer pozycji handlu globalnego
| SKU | NUMER GTIN |
|---|---|
| G7548-25MG | 04061833642948 |
| G7548-5MG | 04061833642955 |
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Where is pentagalloylglucose obtained from?
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The source of this product may vary from lot to lot. This information is available on the lot-specific Certificate of Origin.
Please see the link below to access a specific lot or to request a sample Certificate:
https://www.sigmaaldrich.com/documents-search?tab=cooHelpful?
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