10(S)-PAHSA

10(S)-PAHSA is a stereoisomer of 10-PAHSA (Item No. 19973), an endogenous lipid that belongs to a collection of branched fatty acid esters of hydroxy fatty acids (FAHFAs). It is a FAHFA in which palmitic acid (Item No. 10006627) is esterified to 10-hydroxy stearic acid. Among the FAHFA family members, PAHSAs are the most abundant in the adipose tissue of glucose tolerant AG4OX mice, which overexpress the Glut4 glucose transporter specifically in adipose tissue.^1,2 A study using synthesized (R)- and (S)- stereoisomers of 9-PAHSA (Item No. 17037) reported that the 9(R)-PAHSA (Item No. 18022) is the predominant form that accumulates in adipose tissues in vivo.³ Also, cell lines favor the production of 9(R)-PAHSA and carboxyl ester lipase selectively hydrolyzes 9(S)-PAHSA (Item No. 18023).³

The use of this optically-active FAHFA product (the “Product”) is covered by U.S. Patent No. 10,240,025 and corresponding foreign counterpart applications. These patents and applications are licensed by Cayman pursuant to an agreement with BT Food, Drug and Personal Care, LLC, and this Product is sold exclusively for research and development purposes only. Product may not be used for human studies, veterinary use or diagnostics, clinical trial work, clinical diagnostics, or any other clinical trial or approval activities related to humans or animals. This limited label license does not grant any right to use the Product or a Product derivative in commercial products or services. This Product may not be re-sold, distributed, or repackaged unless by official Cayman distributors. For information on commercial rights, please contact the outlicensing department at jforest@biosynthetic.com.

WARNING This product is not for human or veterinary use.

1. Yore, M.M., Syed, I., Moraes-Vieira, P.M., et al. Discovery of a class of endogenous mammalian lipids with anti-diabetic and anti-inflammatory effects. Cell 159(2), 318-332 (2014).

2. Moraes-Vieira, P.M., Saghatelian, A., and Kahn, B.B. GLUT4 Expression in adipocytes regulates de novo lipogenesis and levels of a novel class of lipids with antidiabetic and anti-inflammatory effects. Diabetes 65(7), 1808-1815 (2016).

3. Nelson, A.T., Kolar, M.J., Chu, Q., et al. Stereochemistry of endogenous palmitic acid ester of 9-hydroxystearic acid and relevance of absolute configuration to regulation. J. Am. Chem. Soc. 139(13), 4943-4947 (2017).