15514-85-9 Usage
Description
9-hydroxy-10,12-octadecadienoic acid, also known as HODE, is a type of octadecadienoic acid with a hydroxy substituent located at position 9. It is characterized by the presence of two double bonds at positions 10 and 12, with the configuration 10E,12Z. This molecule is derived from the oxidation of linoleic acid and has been found to possess various biological activities.
Uses
Used in Pharmaceutical Industry:
9-hydroxy-10,12-octadecadienoic acid is used as a pharmaceutical compound for its potential therapeutic applications. It has been shown to exhibit anti-inflammatory, antioxidant, and immunomodulatory properties, making it a promising candidate for the development of drugs targeting various diseases, including cardiovascular, inflammatory, and autoimmune disorders.
Used in Nutritional Supplements:
In the field of nutrition, 9-hydroxy-10,12-octadecadienoic acid is used as an ingredient in supplements due to its potential health benefits. It may help support heart health, reduce inflammation, and promote overall well-being.
Used in Cosmetics Industry:
9-hydroxy-10,12-octadecadienoic acid is also utilized in the cosmetics industry for its potential skin health benefits. It may be used in anti-aging products, moisturizers, and other skincare formulations to help improve skin texture, reduce inflammation, and provide antioxidant protection.
Used in Research and Development:
In the research and development sector, 9-hydroxy-10,12-octadecadienoic acid serves as a valuable compound for studying the effects of lipid peroxidation and the role of bioactive lipids in cellular signaling pathways. This knowledge can contribute to the development of new therapeutic strategies and a better understanding of various disease mechanisms.
Check Digit Verification of cas no
The CAS Registry Mumber 15514-85-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,5,1 and 4 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 15514-85:
(7*1)+(6*5)+(5*5)+(4*1)+(3*4)+(2*8)+(1*5)=99
99 % 10 = 9
So 15514-85-9 is a valid CAS Registry Number.
InChI:InChI=1/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6+,14-11+
15514-85-9Relevant articles and documents
Stereospecific production of 9R-hydroxy-10E,12Z-octadecadienoic acid from linoleic acid by recombinant Escherichia coli cells expressing 9R-lipoxygenase from Nostoc sp. SAG 25.82
Kim, Kyoung-Rok,Seo, Min-Ho,Park, Jin-Byung,Oh, Deok-Kun
, p. 56 - 63 (2014/05/06)
One of the most significant properties of lipoxygenase (LOX) as a biocatalyst is its stereo-selective oxygenation. In this study, the stereo-specific production of 9R-hydroxy-10E,12Z-octadecadienoic acid (9R-HODE) from linoleic acid was achieved using whole recombinant Escherichia coli cells expressing LOX from Nostoc sp. SAG 25.82. The optimal conditions for the production of 9R-HODE were pH 7.5, 25 °C, 40 g l-1 cells, 15 g l-1 linoleic acid, 2% (v/v) methanol, 1 working volume/oxygen volume/min (vvm) oxygenation rate, and 250 rpm agitation speed in 500 ml-baffled flask containing a working volume of 50 ml. Under these optimized conditions, whole recombinant cells expressing 9R-LOX protein produced 14.3 g l-1 9R-HODE for 1 h, with a conversion yield of 95% (w/w) and a productivity of 14.3 g l-1 h-1. The oxygen supply method significantly influenced stereo- and regio-selectivity of the oxygenation of linoleic acid. Among the oxygen supply methods tested, oxygenation (1 vvm) with agitation (250 rpm) resulted in the highest 9R/13S-HODE ratio of the products at 96:4. This is the first application using whole recombinant cells harboring R-specific LOX for the stereo-selective production of an R-specific hydroxy fatty acid.
Lipase Catalysed Regio- and Enantio-selective Hydrolysis: Molecular Recognition Phenomenon and Synthesis of (R)-Dimorphecolic Acid
Bhalerao, U. T.,Dasaradhi, L.,Neelakantan, P.,Fadnavis, N. W.
, p. 1197 - 1198 (2007/10/02)
Molecular recognition has been observed in hydrolysis of racemic esters of (E)-9=acetoxy-11-bromoundec-10-enoic acid by a lipase of Candida cylindracea (E.C. 3.1.1.3) where optically active (R)-(E)-9-acetoxy-11-bromoundec-10-enoic acid 99percent> was obtained which was used in synthesis of (R)-dimorphecolic acid.