Phepropeptin A Proteasome Inhibitor

Product#: FNK-16964
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Phepropeptin A Proteasome Inhibitor


Cat No.: FNK-16964
Size: 1mg

Specifications

Code No: 16964
CAS#: 396729-23-0
Molecular Formula: C37H58N6O6
Molecular Weight: 682.907
Source: Streptomyces sp. MK600-cF7
Appearance: Powder
Purity: > 98% (HPLC)
Long Term Storage: at - 20 °C
Solubility: Soluble in MeOH, DMSO, DMF
Insoluble in H2O

Application Notes

Phepropeptin A was isolated from cultured broth of Streptomyces sp. MK600-cF7 as an inhibitor of
proteasome (IC50 value 21.0 μg/ml).
It showed no inhibition toward proteasomal trypsin-like activity
and α-chymotrypsin from bovine pancreas at 100 μg/ml.


Description
Phepropeptin A is a cyclic hexapeptide compound that functions as a proteasome inhibitor. It is one of four related compounds, along with phepropeptins B, C, and D, isolated for their ability to inhibit proteasomes, which are cellular structures responsible for regulating many important functions within cells.

The structure of phepropeptins was determined through NMR analysis, revealing that they are cyclic hexapeptides with four conserved amino acid moieties. While the exact structure of phepropeptin A is not explicitly stated in the search results, the structure of phepropeptin B was determined to be cyclo(-L-Leu-D-Phe-L-Pro-L-Phe-D-Leu-L-Val-). It's likely that phepropeptin A has a similar structure with slight variations in two of the amino acid residues.

Phepropeptins, including phepropeptin A, demonstrate specificity in their inhibitory action. They show inhibition of the proteasomal chymotrypsin-like activity but do not inhibit alpha-chymotrypsin. This selective inhibition suggests that phepropeptin A could potentially be used as a tool for studying proteasome function or as a lead compound for developing therapeutic proteasome inhibitors.

Phepropeptin A is available commercially as a research tool, with a purity of greater than 98%. It is used in scientific research to study proteasome inhibition and its effects on cellular processes.

References
1) Isolation and structural determination of pheptopeptins A, B, C and D, new proteasome inhibitors produced by
Streptomyces sp. Sekizawa R, et al. J Antibiot. 2001 54(11) 874-881.
 

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Proteasome inhibitor Phepropeptin A FNK-16964 Current Link
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Phepropeptin C FNK-16966 Mammalian Cell Culture, Animal Cell Culture-Classic Media, Diagnocine
Phepropeptin D FNK-16967 Mammalian Cell Culture, Animal Cell Culture-Classic Media, Diagnocine
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Natural macrocyclic compounds from microorganisms:
 
Structural classification Compound Name Chemical Structure Property / Biological activity Link
Bacterial proteins/Inhibition of DNA synthesis Aplasmomycin (Sodium Salt) Aplasmomycin A (sodium salt) Insecticidal, Anti-Plasmodium Antibiotic Aplasmomycin A Inhibited the growth of gram-positive bacteria including mycobacteria and showed an antimalarial activity in mice infected with Plasmodium berghei. Natural macrocyclic compounds from microorganisms, Diagnocine
Migrastatin Migrastatin Migrastatin inhibited metastasis of human esophageal cancer cells and anchorage-independent growth of human small cell lung carcinoma cells. Natural macrocyclic compounds from microorganisms, Diagnocine
Macrolactams Bisucaberin Bisucaberin Bisucaberin is a siderophore with iron-affinity and induced concentration dependent macrophage-mediated tumor cell lysis. Natural macrocyclic compounds from microorganisms, Diagnocine
Cyclic peptides Bottromycin A2 Bottromycin A2 Bottromycin A2 showed growth inhibitory activity against gram-positive bacteria, MRSA (Methicillin-resistant Staphylococcus aureus), and VRE (Vancomycin-resistant Enterococci). Natural macrocyclic compounds from microorganisms, Diagnocine
Iturin A-2 Iturin A-2 Iturin A-2 showed the control of damping-off of tomato (a seedling disease) and cytotoxicity to human breast cancer cell line BT-474. Natural macrocyclic compounds from microorganisms, Diagnocine
Plipastatin A1 Plipastatin A1 Plipastatin A1 inhibited phospholipase A2 and induced ISR (induced-systemic-resistance). Natural macrocyclic compounds from microorganisms, Diagnocine
Phepropeptin A Phepropeptin A Phepropeptin A inhibited proteasomal chymotrypsin-like activity. Current Link
Phepropeptin B Phepropeptin B Phepropeptin B inhibited proteasomal chymotrypsin-like activity. Natural macrocyclic compounds from microorganisms, Diagnocine
Phepropeptin C Phepropeptin C Phepropeptin C inhibited proteasomal chymotrypsin-like activity. Natural macrocyclic compounds from microorganisms, Diagnocine
Phepropeptin D Phepropeptin D Phepropeptin D inhibited proteasomal chymotrypsin-like activity. Natural macrocyclic compounds from microorganisms, Diagnocine
Cycloalkenes Rubratoxin A Rubratoxin A Rubratoxin A inhibited protein phosphatase 2A (PP2A) in a competitive manner. Natural macrocyclic compounds from microorganisms, Diagnocine
 

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