G1424
Globomycin from Streptomyces hagronensis
别名:
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
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关于此项目
经验公式（希尔记法）:
C32H57N5O9
化学文摘社编号:
分子量:
655.82
UNSPSC Code:
51102829
NACRES:
NA.85
MDL number:
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
biological source
Streptomyces hagronensis
assay
≥98% (HPLC)
form
powder
color
white
solubility
DMSO: 1 mg/mL
antibiotic activity spectrum
Gram-negative bacteria
mode of action
enzyme | inhibits
Quality Level
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.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
涉药品监管产品
此项目有
E Deák et al.
Microbiology (Reading, England), 144 ( Pt 8), 2169-2177 (1998-08-28)
A new type of beta-lactamase has been isolated and characterized in Streptomyces griseus NRRL B-2682. The enzyme has membrane-bound and extracellular forms. Biochemical characterization of some of the properties of the enzyme showed that it belongs to the class A
Y Paitan et al.
Journal of bacteriology, 181(18), 5644-5651 (1999-09-11)
Myxococcus xanthus is a gram-negative soil bacterium that produces the polyketide antibiotic TA. In this study, we describe the analysis of an M. xanthus gene which encodes a homologue of the prolipoprotein signal peptidase II (SPase II; lsp). Overexpression of
Yao Xiao et al.
Antimicrobial agents and chemotherapy, 56(4), 2014-2021 (2012-01-11)
Antibiotic TA is a macrocyclic secondary metabolite produced by myxobacteria that has broad-spectrum bactericidal activity. The structure of TA is unique, and its molecular target is unknown. Here, we sought to elucidate TA's mode of action (MOA) through two parallel
Toshihiro Kiho et al.
Bioorganic & medicinal chemistry letters, 13(14), 2315-2318 (2003-06-26)
Globomycin, a signal peptidase II inhibitor, and its derivatives show potent antibacterial activity against Gram-negative bacteria. The synthesis and antimicrobial activity of novel globomycin analogues are reported. One of the analogues showed a more potent activity against Gram-negative bacteria than
S Daefler et al.
Molecular microbiology, 28(6), 1367-1380 (1998-07-29)
The secretion of pathogenicity factors by Salmonella typhimurium is mediated by a type III secretion system that includes an outer membrane protein of the secretin family. Related secretins are also required for f1 phage assembly and type II secretion. When
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