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Chemical Structure
Chemical Structure
Chemical Structure

Pepstatin A [26305-03-3]

Research Use Only
AG-CP3-7001
AdipoGen Life Sciences
CAS Number26305-03-3
Product group Chemicals
Estimated Purity>98%
Molecular Weight685.9
Price on request
Packing Size
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Pepstatin A [26305-03-3]
  • Delivery Days Customer
    10
  • CAS Number
    26305-03-3
  • Certification
    Research Use Only
  • Estimated Purity
    >98%
  • Hazard Information
    Non-hazardous
  • Molecular Formula
    C34H63N5O9
  • Molecular Weight
    685.9
  • Scientific Description
    Chemical. CAS: 26305-03-3. Formula: C34H63N5O9. MW: 685.9. Synthetic. Tight-binding, reversible, highly selective inhibitor of acid proteases (aspartyl peptidases), like pepsin, gastricsin, cathepsin E and D, renin, chymosin, bacterial aspartic proteinases and HIV proteases. Does not inhibit thiol proteases, neutral proteases or serine proteases. Widely used as a research tool in studies of protease mechanisms and biological functions. Solubilized gamma-secretase and retroviral protease inhibitor. Shows antibacterial, antifungal and antiparasitic activity. Suppresses p53-dependent apoptosis in lymphoid cells as well as TNFalpha-induced apoptosis in U937 cells. Inhibits degradation of autophagic cargo inside autophagolysosomes. - Tight-binding, reversible, highly selective inhibitor of acid proteases (aspartyl peptidases), like pepsin, gastricsin, cathepsin E and D, renin, chymosin, bacterial aspartic proteinases and HIV proteases. Does not inhibit thiol proteases, neutral proteases or serine proteases. Widely used as a research tool in studies of protease mechanisms and biological functions. Solubilized gamma-secretase and retroviral protease inhibitor. Shows antibacterial, antifungal and antiparasitic activity. Suppresses p53-dependent apoptosis in lymphoid cells as well as TNFalpha-induced apoptosis in U937 cells. Inhibits degradation of autophagic cargo inside autophagolysosomes.
  • SMILES
    CC(C)C[C@H](NC(=O)[C@H](C)NC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CC(C)C)C(C)C)C(C)C)[C@@H](O)CC(O)=O
  • Storage Instruction
    2°C to 8°C,-20°C
  • UNSPSC
    12352200

References

  • Pepstatin, a new pepsin inhibitor produced by Actinomycetes: H. Umezawa, et al.; J. Antibiot. (Tokyo) 23, 259 (1970)
  • Inhibition of cathepsin D-type proteinase of macrophages by pepstatin, a specific pepsin inhibitor, and other substances: M.H. McAdoo, et al.; Infect. Immun. 7, 655 (1973)
  • Mode of inhibition of acid proteases by pepstatin: J. Jr. Marciniszyn, et al.; J. Biol. Chem. 251, 7088 (1976)
  • Non-specific inhibition of pressor agents in vivo by the renin inhibitor pepstatin A: A.A. Oldham, et al.; J. Hypertens. 2, 157 (1984)
  • Inhibition of aspartic proteases by pepstatin and 3-methylstatine derivatives of pepstatin. Evidence for collected-substrate enzyme inhibition: D.H. Rich, et al.; Biochemistry 24, 3165 (1985)
  • Inhibition of HIV replication in cell culture by the specific aspartic protease inhibitor pepstatin A: K. von der Helm, et al.; FEBS Lett. 247, 349 (1989)
  • Cathepsin D protease mediates programmed cell death induced by interferon-gamma, Fas/APO-1 and TNF-alpha: L.P. Deiss, et al.; EMBO J. 15, 3861 (1996)
  • Pepstatin A-sensitive aspartic proteases in lysosome are involved in degradation of the invariant chain and antigen-processing in antigen presenting cells of mice infected with Leishmania major: T. Zhang, et al.; BBRC 276, 693 (2000)
  • Linear non-competitive inhibition of solubilized human gamma-secretase by pepstatin A methylester, L685458, sulfonamides, and benzodiazepines: G. Tian, et al.; J. Biol. Chem. 277, 31499 (2002)
  • Pepstatin A, an aspartic proteinase inhibitor, suppresses RANKL-induced osteoclast differentiation: H. Yoshida, et al.; J. Biochem. 139, 583 (2006)