54397-83-0 Usage
Description
12(S)-HETE, also known as hydroxyeicosatetraenoic acid, is a fatty acid metabolite of arachidonic acid and a predominant lipoxygenase product of mammalian platelets. It is characterized by a (12S)-hydroxy group and (5Z)-, (8Z)-, (10E)-, and (14Z)-double bonds, playing a significant role in various biological processes and serving as a potential biomarker for asthma monitoring and diagnosis.
Uses
1. Used in Asthma Monitoring and Diagnosis:
12(S)-HETE is used as a potential biomarker for asthma monitoring and diagnosis, aiding in the early detection and management of the condition.
2. Used in Cancer Research:
12(S)-HETE is used as a research tool for studying mechanisms controlling cell cycle arrest and the induction of apoptosis in prostate cancer cells via 12-lipoxygenase inhibition. It also stimulates protein kinase C-mediated release of cathepsin B from malignant cells, contributing to the understanding of cancer cell behavior.
3. Used in Tumor Cell Adhesion Studies:
In the field of cancer research, 12(S)-HETE is used as a compound to enhance tumor cell adhesion to endothelial cells, fibronectin, and the subendothelial matrix at 0.1 μM, providing insights into cancer cell interactions and metastasis.
4. Used in Mass Spectrometry and Quantitative Applications:
12(S)-HETE MaxSpec standard is a quantitative grade standard of 12(S)-HETE prepared specifically for mass spectrometry or any application where quantitative reproducibility is required. It ensures accurate concentration measurements and is supplied with a batch-specific certificate of analysis, making it a valuable tool in various scientific and medical research applications.
Biochem/physiol Actions
12(S)-HETE is a bioactive lipid implicated in angiogenesis, growth, and metastasic action in tumor cell lines and in animal models. Arachidonate 12-lipoxygenase (12-LOX) converts arachidonic acid to 12(S)-(HETE). Alteration in 12-LOX expression or activity has been reported in various carcinomas including prostate carcinoma.
Check Digit Verification of cas no
The CAS Registry Mumber 54397-83-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,3,9 and 7 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 54397-83:
(7*5)+(6*4)+(5*3)+(4*9)+(3*7)+(2*8)+(1*3)=150
150 % 10 = 0
So 54397-83-0 is a valid CAS Registry Number.
InChI:InChI=1/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1
54397-83-0Relevant articles and documents
A short catalytic enantioselective synthesis of the proinflammatory eicosanoid 12(R)-hydroxy-5(Z),8(Z),10(E),14(Z)-eicosatetraenoic acid (12(R)-HETE)
Han, Xiaojun,Corey
, p. 2543 - 2544 (2000)
(equation presented) A new and effective pathway is described for the synthesis of 12(R)-HETE and the 12(S)-enantiomer from the common intermediates 4 and 8.
Physcomitrella patens has lipoxygenases for both eicosanoid and octadecanoid pathways
Anterola, Aldwin,G?bel, Cornelia,Hornung, Ellen,Sellhorn, George,Feussner, Ivo,Grimes, Howard
experimental part, p. 40 - 52 (2009/07/11)
Mosses have substantial amounts of long chain C20 polyunsaturated fatty acids, such as arachidonic and eicosapentaenoic acid, in addition to the shorter chain C18 α-linolenic and linoleic acids, which are typical substrates of lipoxygenases in flowering p
Enzyme-catalyzed synthesis of eicosanoids in organic solvents
Shram,Lazurkina,Myasoedov
, p. 78 - 80 (2007/10/03)
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