Lipopeptide

Quality 0.50 · 2 views · Updated 2 months ago

Compound consisting of a short peptide chain conjugated with an acyl chain

title: "Lipopeptide" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["antibiotics", "lipopeptides"] description: "Compound consisting of a short peptide chain conjugated with an acyl chain" topic_path: "general/antibiotics" source: "https://en.wikipedia.org/wiki/Lipopeptide" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Compound consisting of a short peptide chain conjugated with an acyl chain ::

::data[format=table title="Infobox protein family"]

FieldValue
SymbolN/A
NameCyclic lipopeptide antibiotics
TCDB1.D.15
OPM family163
OPM protein1t5n
::

| Symbol = N/A | Name = Cyclic lipopeptide antibiotics | image = | width = | caption = | Pfam = | Pfam_clan = | InterPro = | SMART = | PROSITE = | MEROPS = | SCOP = | TCDB = 1.D.15 | OPM family = 163 | OPM protein = 1t5n | CAZy = | CDD =

A lipopeptide is a molecule consisting of a lipid connected to a peptide. They are able to self-assemble into different structures. Many bacteria produce these molecules as a part of their metabolism, especially those of the genus Bacillus, Pseudomonas and Streptomyces. Certain lipopeptides are used as antibiotics. Due to the structural and molecular properties such as the fatty acid chain, it poses the effect of weakening the cell function or destroying the cell. Other lipopeptides are toll-like receptor agonists. Certain lipopeptides can have strong antifungal and hemolytic activities. It has been demonstrated that their activity is generally linked to interactions with the plasma membrane, and sterol components of the plasma membrane could play a major role in this interaction. It is a general trend that adding a lipid group of a certain length (typically C10–C12) to a lipopeptide will increase its bactericidal activity. Lipopeptides with a higher amount of carbon atoms, for example 14 or 16, in its lipid tail will typically have antibacterial activity as well as anti-fungal activity. Therefore, an increase in the alkyl chain can make lipopeptides soluble in water. As well, it opens the cell membrane of the bacteria, so antimicrobial activity can take place.

Lipopeptide detergents (LPDs) are composed of amphiphiles and two alkyl chains which are located on the last part of the peptide backbone. They were designed to mimic the architecture of the native membranes in which two alkyl chains in a lipid molecule facially interact with the hydrophobic segment of MPs.

Fully synthetic lipopeptides have been developed as drugs with semaglutide being a prominent example.

Examples

References

References

  1. (May 2015). "Lipopeptides: from self-assembly to bioactivity". Chemical Communications.
  2. (July 2016). "Self-Assembly of the Cyclic Lipopeptide Daptomycin: Spherical Micelle Formation Does Not Depend on the Presence of Calcium Chloride". ChemPhysChem.
  3. (December 2014). "Toll-like receptor agonist lipopeptides self-assemble into distinct nanostructures". Chemical Communications.
  4. (July 2017). "Microbial lipopeptide production and purification bioprocesses, current progress and future challenges". Biotechnology Journal.
  5. "Lipopeptides as antibacterial agents".
  6. (March 2005). "Daptomycin: a lipopeptide antibiotic for the treatment of serious Gram-positive infections". The Journal of Antimicrobial Chemotherapy.
  7. (2018-01-01). "Antimicrobial Activity of Lipopeptides". Advancements of Microbiology.
  8. (November 2010). "Natural functions of lipopeptides from Bacillus and Pseudomonas: more than surfactants and antibiotics". FEMS Microbiology Reviews.
  9. (February 1994). "Iturins, a special class of pore-forming lipopeptides: biological and physicochemical properties". Toxicology.
  10. (September 2013). "Interactions des antibiotiques ituriniques avec la membrane plasmique. Apport des systèmes biomimétiques des membranes (synthèse bibliographique).". Biotechnologie, Agronomie, Société et Environnement..
  11. (May 2012). "Interactions of the antifungal mycosubtilin with ergosterol-containing interfacial monolayers". Biochimica et Biophysica Acta (BBA) - Biomembranes.
  12. (September 2011). "Specific interactions of mycosubtilin with cholesterol-containing artificial membranes". Langmuir: The ACS Journal of Surfaces and Colloids.
  13. (2015). "Lipopeptides as the Antifungal and Antibacterial Agents: Applications in Food Safety and Therapeutics". BioMed Research International.
  14. (October 2015). "Effect of acyl chain length on therapeutic activity and mode of action of the CX-KYR-NH2 antimicrobial lipopeptide". Biochimica et Biophysica Acta (BBA) - Biomembranes.
  15. (2018). "Peptide Applications in Biomedicine, Biotechnology and Bioengineering". Elsevier Science.
  16. Hamley, Ian W.. (2025-05-12). "Semaglutide Aggregates into Oligomeric Micelles and Short Fibrils in Aqueous Solution". American Chemical Society (ACS).

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::

antibioticslipopeptides