Prostaglandin E2

Empirical Formula (Hill Notation):	C20H32O5
CAS Number:	363-24-6
Molecular Weight:	352.47
Beilstein/REAXYS Number:	4709356
EC Number:	206-656-6
MDL number:	MFCD00077861
eCl@ss:	42020658
PubChem Substance ID:	24898100
NACRES:	NA.77

Кат. номер

P0409-1MG

P0409-10MG

P0409-5MG

P0409-BR

Prostaglandin E2 is a lipid that is obtained from arachidonic acid. Prostaglandin hormone is synthesized by the activity of cycloxygenase-2. Prostaglandin E2 controls inflammatory responses and vascular smooth muscle activity.
Prostaglandin E2 has been used as a -MEM medium supplement for the co-culture of bone marrow macrophages and differentiated osteoblast. It has also been used in the characterization of cells and in vitro decidualization.
1, 5, 10 mg in glass bottle
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.
Prostaglandin E2 is a signaling molecule produced by activated platelets. The release of PGE2 by activated platelets is part of a mechanism by which activated platelets utilize adjacent erythrocytes to help in clot formation. This product was shown to lower the filterability of human erythrocytes by approximately 30% at a concentration of 10-10sup M and also caused a reduction in mean cell volume by about 10%. The cause of cell shrinkage was the induction of a PGE2- stimulated K+ efflux pathway leading to rapid loss of cellular K+ ions. This loss was shown to be Ca2+dependent. PGE2 has been shown to stimulate the production of interleukin-6 (IL-6) by neonatal mouse parietal bones. After 6 hours in culture, cells stimulated with 10-8sup M PGE2 produced significantly more IL-6 than controls. The pyrogenic activity of PGE2 was not inhibited by dexamethasone, unlike prostaglandin F2.
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.
powder -20 °C; stock-frozen in working aliquots, avoid repeated freeze/thaw

Quality Level	200
biological source	synthetic
product line	BioReagent
assay	93% (HPLC)
form	powder
potency	0.25-100 ng/mL
application(s)	cell culture | mammalian: suitable
solubility	acetone: 10 mg/mL, clear, colorless to faintly yellow
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)

Pictograms	GHS07,GHS08
Signal Word	Danger
Hazard Statements	H302 - H360FD
Precautionary Statements	P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
Personal Protective Equipment	Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3