12(S)-HETEA potent stimulator of smooth muscle cell migration

12(S)-HETE (CAS 54397-83-0)

12(S)-HETE | CAS 54397-83-0 is rated 5.0 out of 5 by 1.
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Application: A potent stimulator of smooth muscle cell migration
CAS Number: 54397-83-0
Purity: >98%
Molecular Weight: 320.5
Molecular Formula: C20H32O3
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* Refer to Certificate of Analysis for lot specific data (including water content).
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12(S)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. Studies suggest that 12(S)-HETE is a potent stimulator of smooth muscle cell and leukocyte migration. In addition, this metabolite can induce reversible endothelial cell retraction allowing tumor cell access to the subendothelial matrix, which is not activated by 12(R)-HETE (sc-200946). Furthermore, studies show that a potential use of this molecule could be in preferentially attracting eosinophils to tissue reactions associated with platelet activation.


References

1. Hamberg, M., et al. 1974. Proc. Natl. Acad. Sci. U.S.A 71: 3400-3404. PMID: 4215079
2. Goetzl, E.J., et al. 1977. J. Clin. Invest. 59: 179-183. PMID: 830662
3. Nakao, J., et al. 1982. Atherosclerosis 44: 339-342. PMID: 6816252
4. Mahmud, I., et al. 1984. Prostaglandins Leukot Med. 16: 131-146. PMID: 6597446.
5. Nadler, J.L., et al. 1987. J. Clin. Invest. 80: 1763-1769. PMID: 2824567
6: Honn, K.V., et al. 1989. FASEB J. 3: 2285-1193. PMID: 2673900

Formulation :
A solution in ethanol
Appearance :
Oil dissolved in ethanol
Physical State :
Liquid
Solubility :
Soluble in DMSO, ethanol (1 mg/ml), DMF, PBS (pH 7.2) (~0.8 mg/ml), and 0.1M Na2CO3 (2 mg/ml).
Storage :
Store at -20° C
Boiling Point :
78° C
Density :
0.8 g/mL
Refractive Index :
n20D 1.51
pK Values :
pKa: 4.75
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
1
PubChem CID :
5283155
MDL Number :
MFCD00036916
Beilstein Registry :
2656104
SMILES :
CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)O

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12(S)-HETE  Product Citations

See how others have used 12(S)-HETE. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 8641843  Arora, JK. et al. 1996. Invest. Ophthalmol. Vis. Sci. 37: 1411-1418.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Arora et al Arora et al. (PubMed ID 8641843) used 12(S)-HETE to enable cellular response to EFG and insulin by unblocking the 12-lipoxygenase pathway initially blocked by lipogenase inhibitor CDC. -SCBT Publication Review
Date published: 2015-07-18
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