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)
Sinônimo(s):
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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5 MG
R$ 988,00
25 MG
R$ 2.119,00
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5 MG
R$ 988,00
25 MG
R$ 2.119,00
About This Item
Fórmula empírica (Notação de Hill):
C41H32O26 · xH2O
Número CAS:
Peso molecular:
940.68 (anhydrous basis)
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:
NACRES:
NA.77
Produtos recomendados
Nível de qualidade
Ensaio
≥96% (HPLC)
Formulário
powder
atividade óptica
[α]/D +14 to +26°, c = 0.2 in acetone-d6
cor
light brown
solubilidade
DMSO: ≥20 mg/mL
temperatura de armazenamento
2-8°C
cadeia de caracteres SMILES
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
chave InChI
JCJIMLXECAATFH-ZSJSDXHXSA-N
Aplicação
Ações bioquímicas/fisiológicas
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]
Características e benefícios
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.
Código de classe de armazenamento
11 - Combustible Solids
Classe de risco de água (WGK)
WGK 3
Ponto de fulgor (°F)
Not applicable
Ponto de fulgor (°C)
Not applicable
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Inhibition of early AAA formation by aortic intraluminal pentagalloyl glucose (PGG) infusion in a novel porcine AAA model
Kloster BO, et al.
Annals of medicine and surgery, 7, 65-70 (2016)
Travis S Johnson et al.
GigaScience, 8(5) (2019-04-28)
Long thought "relics" of evolution, not until recently have pseudogenes been of medical interest regarding regulation in cancer. Often, these regulatory roles are a direct by-product of their close sequence homology to protein-coding genes. Novel pseudogene-gene (PGG) functional associations can
Christie L Crandall et al.
Annals of biomedical engineering, 51(4), 806-819 (2022-10-07)
Thoracic aortic aneurysm (TAA) is characterized by dilation of the aorta that can lead to dissection or rupture. Degradation of elastic fibers is a consistent histopathological feature of TAA that likely contributes to disease progression. Pentagalloyl glucose (PGG) shows promise
Sohee Bae et al.
Antiviral research, 144, 266-272 (2017-07-03)
The aim of this study was to establish the effect of a 70% ethanol extract of Elaeocarpus sylvestris (ESE) on varicella-zoster virus (VZV) replication and identify the specific bioactive component(s) underlying its activity. ESE induced a significant reduction in replication
Rehana Perveen et al.
PloS one, 6(11), e26238-e26238 (2011-11-11)
We have shown that 1,2,3,4,6-penta-O-galloyl-α-D-glucopyranose (α-PGG), an orally effective hypoglycemic small molecule, binds to insulin receptors and activates insulin-mediated glucose transport. Insulin has been shown to bind to its receptors on platelets and inhibit platelet activation. In this study we
Artigos
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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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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