G1424

Globomycin from Streptomyces hagronensis

• Synonym(s): Globomycin, Glycine, N-(N-(N-(N-(N-(3-hydroxy-2-methyl-1-oxononyl)-N-methylleucyl)-L-alloisoleucyl)-L-seryl)-L-allothreonyl)-, rho-lactone, SF 1902
• Empirical Formula (Hill Notation): C₃₂H₅₇N₅O₉
• CAS Number: 67076-74-8
• Molecular Weight: 655.82
• MDL number: MFCD32661892
• UNSPSC Code: 51102829
• NACRES: NA.85

Properties

• biological source: Streptomyces hagronensis
• Quality Level: 200
• assay: ≥98% (HPLC)
• form: powder
• color: white
• solubility: DMSO: 1 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria
• mode of action: enzyme | inhibits
• storage temp.: −20°C; −20°C
• SMILES string: N1(C(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)OC(C(C1=O)C)CCCCCC)C(O)C)CO)C(CC)C)CC(C)C)C
• InChI: 1S/C32H57N5O9/c1-9-11-12-13-14-24-20(6)32(45)37(8)23(15-18(3)4)29(42)35-26(19(5)10-2)31(44)34-22(17-38)28(41)36-27(21(7)39)30(43)33-16-25(40)46-24/h18-24,26-27,38-39H,9-17H2,1-8H3,(H,33,43)(H,34,44)(H,35,42)(H,36,41)
• InChI key: VFGBXFZXJAWPOE-UHFFFAOYSA-N

Description

General description

Globomycin is a cyclic peptide antibiotic, which inhibits the growth of enteric Gram-negative bacteria through cell wall synthesis inhibition.

Application

• Globomycin, a new peptide antibiotic with spheroplast-forming activity. I. Taxonomy of producing organisms and fermentation.: This study explores the taxonomy of the producing organisms of Globomycin and details the fermentation processes involved. This antibiotic shows spheroplast-forming activity, indicating its potential application in targeting bacterial cell wall synthesis (Inukai et al., 1978).

Biochem/physiol Actions

Globomycin was found to inhibit LspA, a lipoprotein signal peptidase. It eliminates the maturation of pro-lipoproteins by inhibition of the enzyme that converts pro-lipoprotein to lipoprotein, acting as a substrate analog of the signal sequence in the outer membrane of Gram-negative bacteria.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable