P0025
Platensimycin
≥90% (HPLC), from Streptomyces platensis
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Empirical Formula (Hill Notation):
C24H27NO7
CAS Number:
Molecular Weight:
441.47
PubChem Substance ID:
UNSPSC Code:
12161606
InChI
1S/C22H25NO7/c1-22-9-8-14(25)12(18(22)16-6-7-17(22)30-16)3-2-11(24)10-23-19-15(26)5-4-13(20(19)27)21(28)29/h4-5,8-9,12,16-18,23,26-27H,2-3,6-7,10H2,1H3,(H,28,29)/t12?,16-,17+,18?,22+/m0/s1
InChI key
IGBNLKVUOHQLTO-MBQNLBDGSA-N
SMILES string
O=C1C=C[C@]2(C[H])[C@H]3CC[C@@](O3)([H])C2C1CCC(CNC4=C(O)C=CC(C(O)=O)=C4O)=O
biological source
Streptomyces platensis
assay
≥90% (HPLC)
form
solid
color
white to beige
solubility
DMSO: 1 mg/mL, clear, colorless
antibiotic activity spectrum
Gram-negative bacteria, Gram-positive bacteria
mode of action
enzyme | inhibits
storage temp.
−20°C
Application
Platensimycin (PTM) is a broad-spectrum antibiotic produced by LStreptomyces platensis. Platensimycin is used to inhibit lipid biosynthesis. It is used in diabetes research and to study the potential treatment of metabolic disorders.
Biochem/physiol Actions
Demonstrates no cross-resistance to other antibiotic-resistant bacteria, including MRSA (methicillin-resistant Staphylococcus aureus).
Mode of action: Selectively inhibits lipid biosynthesis by targeting FabF/B within the fatty acid synthesis pathway.
Antimicrobial spectrum: Gram-positive bacteria.
Mode of action: Selectively inhibits lipid biosynthesis by targeting FabF/B within the fatty acid synthesis pathway.
Antimicrobial spectrum: Gram-positive bacteria.
Platensimycin selectively inhibits the elongation-condensing enzymes FabF/B of the fatty acid biosynthesis pathway in bacteria. PTM is a potent and highly selective inhibitor of mammalian fatty acid synthase. Platensimycin specifically inhibits fatty acid synthesis but not sterol synthesis in rat primary hepatocytes. It is thought that the thiol group of FabF Cys163 may be activated through the dipole moment of helix N-α-3 which lowers the pKa. It does not demonstrate cross-resistance to other antibiotic-resistant bacteria, including MRSA (methicillin-resistant Staphylococcus aureus). It is active against Gram-positive bacteria.
Selectively inhibits lipid biosynthesis by targeting FabF/B within the fatty acid synthesis pathway.
Other Notes
Keep container tightly closed in a dry and well-ventilated place.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
涉药品监管产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Yuta Tsunematsu et al.
Journal of the American Chemical Society, 143(1), 206-213 (2020-12-23)
Epidithiodiketopiperazines (ETPs) are a class of ecologically and medicinally important cyclodipeptides bearing a reactive transannular disulfide bridge. Aspirochlorine, an antifungal and toxic ETP isolated from Aspergillus oryzae used in sake brewing, deviates from the common ETP scaffold owing to its
Makoto Hibi et al.
Communications biology, 4(1), 16-16 (2021-01-06)
The high-valent iron-oxo species formed in the non-heme diiron enzymes have high oxidative reactivity and catalyze difficult chemical reactions. Although the hydroxylation of inert methyl groups is an industrially promising reaction, utilizing non-heme diiron enzymes as such a biocatalyst has
Ian Rowe et al.
International journal of molecular sciences, 16(8), 17909-17932 (2015-08-08)
Membrane permeability is a desired property in drug design, but there have been difficulties in quantifying the direct drug partitioning into native membranes. Platensimycin (PL) is a new promising antibiotic whose biosynthetic production is costly. Six dialkylamine analogs of PL
Kenzie A Clark et al.
Journal of the American Chemical Society, 141(27), 10610-10615 (2019-06-28)
The biosynthetic pathways of microbial natural products provide a rich source of novel enzyme-catalyzed transformations. Using a new bioinformatic search strategy, we recently identified an abundance of gene clusters for ribosomally synthesized and post-translationally modified peptides (RiPPs) that contain at
Allen C Price et al.
Journal of bacteriology, 185(14), 4136-4143 (2003-07-03)
The beta-ketoacyl-acyl carrier protein synthases are members of the thiolase superfamily and are key regulators of bacterial fatty acid synthesis. As essential components of the bacterial lipid metabolic pathway, they are an attractive target for antibacterial drug discovery. We have
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service