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P6532 Sigma-Aldrich

Prostaglandin E2

γ-irradiated, powder, BioXtra, suitable for cell culture

Synonym: (5Z,11α,13E,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dienoic acid, Dinoprostone, PGE2

  • CAS Number 363-24-6

  • Empirical Formula (Hill Notation) C20H32O5

  • Molecular Weight 352.47

  •  Beilstein/REAXYS Number 4709356

  •  EC Number 206-656-6

  •  MDL number MFCD00077861

  •  eCl@ss 42020658

  •  PubChem Substance ID 24898775

  •  NACRES NA.77

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Properties

Related Categories Biochemicals and Reagents, Cell Culture, Eicosanoids (Prostaglandins, Leukotrienes), Fatty Acyls, Hormones,
Quality Level   200
biological source   synthetic (organic)
sterility   γ-irradiated
product line   BioXtra
form   powder
potency   0.25-100 ng/mL
application(s)   cell culture | mammalian: suitable
solubility   ethanol: 1 mg/mL
shipped in   ambient
storage temp.   −20°C
SMILES string   O[C@@H]1CC([C@H](C/C=C\CCCC(O)=O)[C@H]1/C=C/[C@@H](O)CCCCC)=O
InChI   1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
InChI key   XEYBRNLFEZDVAW-ARSRFYASSA-N
Gene Information   human ... PTGER1(5731), PTGER2(5732), PTGER3(5733), PTGER4(5734), PTGIR(5739)
mouse ... Ptger1(19216), Ptger2(19217), Ptger3(19218), Ptger4(19219)

Description

Application

Prostaglandin E2 has been used to determine its effects on collagen gel contraction mediated by alveolar cell carcinoma cell line A549.

Biochem/physiol Actions

Most biologically active prostaglandin. PGE2 induces cervical ripening and parturition; mediates bradykinin-induced vasodilation; regulates adenylyl cyclase. Tumor cells that over-express cyclooxygenase 2 display increased invasiveness, angiogenesis, and resistance to apoptosis that may be due to the PGE2-induced expression of angiogenic factors and stabilization of the anti-apoptotic protein, survivin.The effect of PGE2 on the immune system is mixed. It inhibits T cell activation in vitro, suggesting it is an immunosuppressant. However, in vivo, it appears to effect expansion of the Th17 subset and differentiation of the Th1 subset of T helper cells, marking it as an immunoactivator.

Physical form

powder -20 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UK8000000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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