AdipoGen Life Sciences

Pepstatin A

CHF 45.00
In stock
AG-CP3-7001-M0055 mgCHF 45.00
AG-CP3-7001-M02525 mgCHF 125.00
AG-CP3-7001-M100100 mgCHF 370.00
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Product Details
Synonyms i-Valeryl-L-Val-L-Val-AHMHA-L-Ala-AHMHA; Procidin S 735A; NSC 272671
Product Type Chemical
Properties
Formula

C34H63N5O9

MW 685.9
Sequence

Iva-Val-Val-Sta-Ala-Sta

Merck Index 14: 7147
CAS 26305-03-3
RTECS SC6155000
Source/Host Chemicals Synthetic.
Purity Chemicals ≥98% (HPLC)
Appearance White to off-white powder.
Solubility Soluble in DMSO (10mg/ml), ethanol (1mg/ml, gentle warming), methanol or acetic acid.
InChi Key FAXGPCHRFPCXOO-LXTPJMTPSA-N
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light and moisture.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • 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 γ-secretase and retroviral protease inhibitor.
  • Shows antibacterial, antifungal and antiparasitic activity.
  • Suppresses p53-dependent apoptosis in lymphoid cells as well as TNFα-induced apoptosis in U937 cells.
  • Inhibits degradation of autophagic cargo inside autophagolysosomes.
Product References
  1. Pepstatin, a new pepsin inhibitor produced by Actinomycetes: H. Umezawa, et al.; J. Antibiot. (Tokyo) 23, 259 (1970)
  2. 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)
  3. Mode of inhibition of acid proteases by pepstatin: J. Jr. Marciniszyn, et al.; J. Biol. Chem. 251, 7088 (1976)
  4. Non-specific inhibition of pressor agents in vivo by the renin inhibitor pepstatin A: A.A. Oldham, et al.; J. Hypertens. 2, 157 (1984)
  5. 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)
  6. 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)
  7. 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)
  8. 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)
  9. 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)
  10. Pepstatin A, an aspartic proteinase inhibitor, suppresses RANKL-induced osteoclast differentiation: H. Yoshida, et al.; J. Biochem. 139, 583 (2006)
  11. Pepstatin A alters host cell autophagic machinery and leads to a decrease in influenza A virus production: P. Matarrese, et al.; J. Cell Physiol. 226, 3368 (2011)
  12. Inhibition of XMRV and HIV-1 proteases by pepstatin A and acetyl-pepstatin: K. Matuz, et al.; FEBS J. 279, 3276 (2012)
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