10(R)-PAHSA

For research use only. Not for therapeutic Use.

  • CAT Number: R066963
  • Molecular Formula: C34H66O4
  • Molecular Weight: 538.9
  • Purity: ≥95%
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10(R)-PAHSA is a stereoisomer of 10-PAHSA (Item No. <span class=/itemid/>19973</span>), an endogenous lipid that belongs to a collection of branched fatty acid esters of hydroxy fatty acids (FAHFAs). It is an FAHFA in which palmitic acid (Item No. <span class=/itemid/>10006627</span>) 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. A study using synthesized (R)- and (S)- stereoisomers of 9-PAHSA (Item No. <span class=/itemid/>17037</span>) reported that the 9(R)-PAHSA (Item No. <span class=/itemid/>18022</span>) is the predominant form that accumulates in adipose tissues <em>in vivo</em>. Also, cell lines favor the production of 9(R)-PAHSA and carboxyl ester lipase selectively hydrolyzes 9(S)-PAHSA (Item No. <span class=/itemid/>18023</span>).


Catalog Number R066963
Synonyms

(R)-10-(palmitoyloxy)octadecanoic acid

Molecular Formula C34H66O4
Purity ≥95%
Storage -20°C
InChI InChI=1S/C34H66O4/c1-3-5-7-9-11-12-13-14-15-16-17-23-27-31-34(37)38-32(28-24-20-10-8-6-4-2)29-25-21-18-19-22-26-30-33(35)36/h32H,3-31H2,1-2H3,(H,35,36)/t32-/m1/s1
InChIKey UVHRDGWHIDFWID-JGCGQSQUSA-N
SMILES CCCCCCCC[C@@H](OC(CCCCCCCCCCCCCCC)=O)CCCCCCCCC(O)=O
Reference

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).

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