Palmitoleic-acid-alkyne

The major human skin fatty acid cis-6-hexadecenoic acid (C6H) has bactericidal effects on the human commensal and pathogen S. aureus. It is the main antimicrobial fatty acid (AFA) Detoxification of host-derived antimicrobial fatty acids by Staphylococcus aureus depends on lipase 2. Lip2 detoxifies AFAs via esterification with cholesterol. Palmitoleic acid alkyne is a model substrate of AFA and is linked to cholesterol by a click chemistry reaction in site of S. aureus lip2

General

Type : Fatty acid

Chemical_Nomenclature : (Z)-hexadec-9-en-15-ynoic acid

Canonical SMILES : C#CCCCC\/C=CCCCCCCCC(=O)O

InChI : InChI=1S\/C16H26O2\/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18\/h1,7-8H,3-6,9-15H2,(H,17,18)\/b8-7-

InChIKey : GICMJXPKCLXTLV-FPLPWBNLSA-N

Other name(s) : (Z)-hexadec-9-en-15-ynoicacid  ||  \;Z)-Hexadec-9-en-15-ynoic acid  ||  Palmitoleic Acid Alkyne


MW : 250.38

Formula : C16H26O2

CAS_number : 2231023-75-7

PubChem : 137700432

UniChem : GICMJXPKCLXTLV-FPLPWBNLSA-N

Target

Structures : No structure

Families : Bacterial_lip_FamI.6

References (1)

Title : Lipase-mediated detoxification of host-derived antimicrobial fatty acids by Staphylococcus aureus - Kengmo Tchoupa_2024_Commun.Biol_7_572
Author(s) : Kengmo Tchoupa A , Elsherbini AMA , Camus J , Fu X , Hu X , Ghaneme O , Seibert L , Lebtig M , Bocker MA , Horlbeck A , Lambidis SP , Schittek B , Kretschmer D , Lammerhofer M , Peschel A
Ref : Commun Biol , 7 :572 , 2024
Abstract :
PubMedSearch : Kengmo Tchoupa_2024_Commun.Biol_7_572
PubMedID: 38750133
Gene_locus related to this paper: staau-lipas