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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

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About This Item

Empirical Formula (Hill Notation):
C32H57N5O9
CAS Number:
67076-74-8
Molecular Weight:
655.82
UNSPSC Code:
51102829
NACRES:
NA.85
MDL number:
MFCD32661892

Key Documents

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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

storage temp.

−20°C
−20°C

Quality Level

200

Related Categories

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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000496141
0000496141
0000473151
0000473151
14190114

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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
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
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
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
Astrid De Greeff et al.
Microbiology (Reading, England), 149(Pt 6), 1399-1407 (2003-06-05)
This paper reports the complete coding sequence for a proliprotein signal peptidase (SP-ase) of Streptococcus suis, Lsp. This is believed to be the first SP-ase described for S. suis. SP-ase II is involved in the removal of the signal peptide
View All Related Papers

Related Content

Data Sheet - G1424

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