Cyclo[(4S)-2-(1-amino-2-methylpropyl)-4-thiazolecarbonyl-D-valyl-L-tryptophyl-D-leucyl-L-valyl-D-valyl] Chemical Properties

Boiling point:

1129.4±65.0 °C(Predicted)

Density 

1.103±0.06 g/cm3(Predicted)

pka

13.23±0.70(Predicted)

form 

Solid

color 

White to off-white

Cyclo[(4S)-2-(1-amino-2-methylpropyl)-4-thiazolecarbonyl-D-valyl-L-tryptophyl-D-leucyl-L-valyl-D-valyl] Usage And Synthesis

Uses

Lugdunin is an antibiotic peptide. Lugdunin inhibits bacteria by dissipating their membrane potential. Lugdunin is active against Gram-positive bacteria, such as S. aureus, and reduces S. aureus skin and nasal colonization. Lugdunin induces LL-37 and CXCL8/MIP-2 in human keratinocytes and mouse skin[1].

Definition

ChEBI: Lugdunin is a thiazolidine-containing homodetic cyclic peptide that is isolated from human nasal bacteria. Exhibits bactericidal activity against many major pathogens including methicillin-resistant Staphylococcus aureus (MRSA). It has a role as a rat metabolite and a human metabolite. It is a homodetic cyclic peptide, a macrocycle, a member of thiazolidines, a member of indoles and a peptide antibiotic.

References

[1] Bitschar K, et al. Lugdunin amplifies innate immune responses in the skin in synergy with host- and microbiota-derived factors. Nat Commun. 2019 Jun 21;10(1):2730. DOI:10.1038/s41467-019-10646-7