This product has not been sterilized. For cell culture applications, filter sterilization of the reconstituted solution is needed.
G7548
Penta-O-galloyl-β-D-glucose hydrate
≥96% (HPLC)
Sinonimo/i:
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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About This Item
Formula empirica (notazione di Hill):
C41H32O26 · xH2O
Numero CAS:
Peso molecolare:
940.68 (anhydrous basis)
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77
Prezzi e disponibilità al momento non sono disponibili
Prodotti consigliati
Livello qualitativo
Saggio
≥96% (HPLC)
Stato
powder
Attività ottica
[α]/D +14 to +26°, c = 0.2 in acetone-d6
Colore
light brown
Solubilità
DMSO: ≥20 mg/mL
Temperatura di conservazione
2-8°C
Stringa SMILE
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
JCJIMLXECAATFH-ZSJSDXHXSA-N
Applicazioni
Azioni biochim/fisiol
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.[2] 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.[2] In addition, it also acts as a potential drug for stabilizing small abdominal aneurysms.[1]
Caratteristiche e vantaggi
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.
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
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I clienti hanno visto anche
Mei-Hui Lin et al.
Antimicrobial agents and chemotherapy, 55(3), 1021-1027 (2010-12-22)
1,2,3,4,6-Penta-O-galloyl-β-D-glucopyranose (PGG) is an active ingredient in plants that are commonly used in Chinese medicine to treat inflammation. We demonstrate here that PGG, at 6.25 μM, does not inhibit the growth of Staphylococcus aureus, and yet it prevents biofilm formation
Renate R Baumgartner et al.
Journal of natural products, 73(9), 1578-1581 (2010-09-02)
The inhibition of protein tyrosine phosphatase 1B (PTP1B) is of substantial interest for the treatment of type-2 diabetes mellitus. Using an in vitro enzyme assay with human recombinant PTP1B 1,2,3,4,6-penta-O-galloyl-D-glucopyranose was isolated from the roots of Paeonia lactiflora as an
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)
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
Rui Hong Chen et al.
Frontiers in pharmacology, 12, 634176-634176 (2021-04-27)
The outbreak of SARS-CoV-2 virus caused more than 80,155,187 confirmed COVID-19 cases worldwide, which has posed a serious threat to global public health and the economy. The development of vaccines and discovery of novel drugs for COVID-19 are urgently needed.
Articoli
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.
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Is this sterile for cell culture use or does it require additional filtering?
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Where is pentagalloylglucose obtained from?
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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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