Home > Technology > Lipopeptides

Lipopeptides

Lipopeptides are linear or cyclic peptides that are conjugated to lipids or long aliphatic chains, such as myristic acid, palmitic acid, prenyl groups, geranyl groups, farnesyl groups, and geranylgeranyl groups via amide, thioether, or thioester linkages. Recent literature has shown that such lipopeptide modifications help in the study of several biological activities such as cellular uptake, drug delivery, immune function, membrane targeting, localization etc.
  • Proper functioning of cellular mechanisms/signal transduction;

  • Antimicrobial or antifungal properties;

  • Protein-protein interactions;

  • Protein-lipid interactions;

  • Membrane targeting & localization;

  • Cell permeability;

I:

Addition of a lipid chain formed by three (farnesyl) or 4 (geranylgeranyl) isoprene units to a free thiol group.

II:

Myristoylation and palmitoylation are post translational modifications where myristoyl or palmitoyl groups are covalently attached by an amide bond or thioester bond to the aliphatic amino-group of residues or to a mercaptan-group of cysteine residues in peptides.

Common Lipid Abbreviations

Abbreviation

PAL

MYR

GER

FAR

GGER

Full Name

Palmitic acid

Myristic acid

Geranyl group

Farnesyl group

Geranylgeranyl group

Chemical Name

Hexadecanoic acid

Tetradecanoic acid

(2E)-3,7-dimethylocta-2,6-dien-1-yl

(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl

(2E,4E,6E)-3,5,7,11-Tetramethyldodeca-2,4,6,10-tetraene-1-yl