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P7742

Sigma-Aldrich

Prostaglandin G2

≥95% (HPLC), acetone solution

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About This Item

Empirical Formula (Hill Notation):
C20H32O6
CAS Number:
51982-36-6
Molecular Weight:
368.46
EC Number:
200-662-2
MDL number:
MFCD00036971
UNSPSC Code:
12352204
PubChem Substance ID:
329820316

Quality Level

200

Assay

≥95% (HPLC)

form

acetone solution

shipped in

dry ice

storage temp.

−70°C

SMILES string

CCCCC[C@H](OO)\C=C\[C@H]1C2CC(OO2)[C@@H]1C\C=C/CCCC(O)=O

InChI

1S/C20H32O6/c1-2-3-6-9-15(24-23)12-13-17-16(18-14-19(17)26-25-18)10-7-4-5-8-11-20(21)22/h4,7,12-13,15-19,23H,2-3,5-6,8-11,14H2,1H3,(H,21,22)/b7-4-,13-12+/t15-,16+,17+,18-,19+/m0/s1

InChI key

SGUKUZOVHSFKPH-YNNPMVKQSA-N

Biochem/physiol Actions

Aryl hydrocarbon receptor (AhR) ligand and activator of the AhR signal transduction pathway. Also shown to activate nitric oxide synthase (NOS) in rat brain synaptosomal membrane fractions.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H319,H336

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supplementary Hazards

EUH066

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
055K1782
045K1186
104K2736
062K1772

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Formation of electronically excited states during the oxidation of arachidonic acid by prostaglandin endoperoxide synthase.
E Cadenas et al.
Methods in enzymology, 319, 67-77 (2000-07-25)
T E Eling et al.
The Journal of biological chemistry, 266(19), 12348-12355 (1991-07-05)
Prostaglandin H synthase oxidizes arachidonic acid to prostaglandin G2 (PGG2) via its cyclooxygenase activity and reduces PGG2 to prostaglandin H2 by its peroxidase activity. The purpose of this study was to determine if endogenously generated PGG2 is the preferred substrate
A l Tsai et al.
The Journal of biological chemistry, 272(14), 8885-8894 (1997-04-04)
Prostaglandin H synthase (PGHS) is a heme protein that catalyzes both the cyclooxygenase and peroxidase reactions needed to produce prostaglandins G2 and H2 from arachidonic acid. Replacement of the heme group by mangano protoporphyrin IX largely preserves the cyclooxygenase activity
PGG2, 11R-HPETE and 15R/S-HPETE are formed from different conformers of arachidonic acid in the prostaglandin endoperoxide H synthase-1 cyclooxygenase site.
Elizabeth D Thuresson et al.
Advances in experimental medicine and biology, 507, 67-72 (2003-04-01)
M Bakovic et al.
The Journal of biological chemistry, 271(4), 2048-2056 (1996-01-26)
The reactions of native prostaglandin endoperoxide synthase with structurally different hydroperoxides have been investigated by using kinetic spectrophotometric scan and conventional and sequential mixing stopped-flow experiments. The second order rate constants for compound I formation are (5.9 +/- 0.1) x
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