Lolamicin information

Lolamicin
Identifiers
3D model (JSmol)	Interactive image;
PubChem CID	168894634;
	InChI InChI=1S/C24H20N4O/c1-16-9-21(10-17(2)27-16)23-14-26-28-24(23)20-7-4-8-22(12-20)29-15-19-6-3-5-18(11-19)13-25/h3-12,14H,15H2,1-2H3,(H,26,28) Key: CIXIQLLJOWEAKU-UHFFFAOYSA-N;
	SMILES CC1=CC(=CC(C)=N1)C1=CNN=C1C1=CC=CC(OCC2=CC(=CC=C2)C#N)=C1;
Properties
Chemical formula	C24H20N4O
Molar mass	380.451 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Lolamicin is an experimental antibiotic.^[1] It targets Gram-negative bacteria without significantly affecting typical gut microbes.^[2] Lolamicin was discovered by a team led by Paul Hergenrother at the University of Illinois Urbana-Champaign and was first reported in 2024.^[1]

In a mouse model of bacterial infection, lolamicin was found to be especially effective against Escherichia coli, Klebsiella pneumoniae, and Enterobacter cloacae.^[3]

Lolamicin works by interfering with the lipoprotein transport system of Gram-negative bacteria.^[1]

^ ^a ^b ^c Muñoz, Kristen A.; Ulrich, Rebecca J.; Vasan, Archit K.; Sinclair, Matt; Wen, Po-Chao; Holmes, Jessica R.; Lee, Hyang Yeon; Hung, Chien-Che; Fields, Christopher J.; Tajkhorshid, Emad; Lau, Gee W.; Hergenrother, Paul J. (2024). "A Gram-negative-selective antibiotic that spares the gut microbiome". Nature. 630 (8016): 429–436. doi:10.1038/s41586-024-07502-0. PMID 38811738.
^ "'Smart' antibiotic can kill deadly bacteria while sparing the microbiome". nature.com. May 29, 2024.
^ "New antibiotic targets only gram-negative bacteria, sparing the gut". Chemical & Engineering News. June 1, 2024.

[Muñoz-1] Muñoz, Kristen A.; Ulrich, Rebecca J.; Vasan, Archit K.; Sinclair, Matt; Wen, Po-Chao; Holmes, Jessica R.; Lee, Hyang Yeon; Hung, Chien-Che; Fields, Christopher J.; Tajkhorshid, Emad; Lau, Gee W.; Hergenrother, Paul J. (2024). "A Gram-negative-selective antibiotic that spares the gut microbiome". Nature. 630 (8016): 429–436. doi:10.1038/s41586-024-07502-0. PMID 38811738.

[2] "'Smart' antibiotic can kill deadly bacteria while sparing the microbiome". nature.com. May 29, 2024.

[3] "New antibiotic targets only gram-negative bacteria, sparing the gut". Chemical & Engineering News. June 1, 2024.

Identifiers

3D model (JSmol)	Interactive image
PubChem CID	168894634
InChI InChI=1S/C24H20N4O/c1-16-9-21(10-17(2)27-16)23-14-26-28-24(23)20-7-4-8-22(12-20)29-15-19-6-3-5-18(11-19)13-25/h3-12,14H,15H2,1-2H3,(H,26,28) Key: CIXIQLLJOWEAKU-UHFFFAOYSA-N
SMILES CC1=CC(=CC(C)=N1)C1=CNN=C1C1=CC=CC(OCC2=CC(=CC=C2)C#N)=C1
Properties
Chemical formula	C₂₄H₂₀N₄O
Molar mass	380.451 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references