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Globomycin from Streptomyces hagronensis

SIGMA/G1424

Synonym: 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

CAS Number: 67076-74-8
Empirical Formula (Hill Notation): C32H57N5O9
Molecular Weight: 655.82
MDL Number: MFCD32661892
Linear Formula: C32H57N5O9
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-G1424-1MG 1 mg
 $643.00
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antibiotic activity spectrum Gram-negative bacteria
assay ≥98% (HPLC)
biological source Streptomyces hagronensis
color white
form powder
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
mode of action enzyme | inhibits
Quality Level 200 
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
solubility DMSO: 1 mg/mL
storage temp. −20°C
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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. −20°C; −20°C
UNSPSC 51102829

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