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Pepstatin A (CAS 26305-03-3)

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Alternate Names:
Pepstatin A also known as Isovaleryl-Val-Val-4-amino-3-hydroxy-6-methylheptanoyl-Ala-4-amino-3-hydroxy-6-methylheptanoic Acid; Iva-Val-Val-Sta-Ala-Sta; AHMHA; 3S,4S)-4-Amino-3-hydroxy-6-methyl-heptanoic acid); Isoval-Val-Val-Sta-Ala-Sta; IHN
Application:
Pepstatin A is an inhibitor of HIV-1 and aspartic proteases and can be used in the study of protease mechanisms
CAS Number:
26305-03-3
Purity:
>90%
Molecular Weight:
685.89
Molecular Formula:
C34H63N5O9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Pepstatin A inhibits the aspartic proteases cathepsin D, pepsin, and renin. Additionally, Pepstatin A suppresses p53-dependent apoptosis in lymphoid cells as well as TNFα-induced apoptosis in U937 cells. Pepstatin A also efficiently inhibits HIV-1 protease and Fcgamma receptor induction by IFN-gamma. Pepstatin A is a bacterial-derived chemotactic pentapeptide which is irreversibly inhibits aspartic proteases. Pepstatin A is also used as a research tool in studies of protease mechanisms and biological functions.


Pepstatin A (CAS 26305-03-3) References

  1. Localization of pepstatin's inhibitory action during Fc-mediated antibody internalization: possible implications for antibody-mediated viral transmission.  |  Athanassakis, I., et al. 2000. Cell Immunol. 199: 81-8. PMID: 10698617
  2. Purification and partial characterization of Oenococcus oeni exoprotease.  |  Farías, ME. and Manca de Nadra, MC. 2000. FEMS Microbiol Lett. 185: 263-6. PMID: 10754258
  3. Ab initio molecular dynamics-based assignment of the protonation state of pepstatin A/HIV-1 protease cleavage site.  |  Piana, S., et al. 2001. J Am Chem Soc. 123: 8730-7. PMID: 11535077
  4. Linear non-competitive inhibition of solubilized human gamma-secretase by pepstatin A methylester, L685458, sulfonamides, and benzodiazepines.  |  Tian, G., et al. 2002. J Biol Chem. 277: 31499-505. PMID: 12072428
  5. Plasmodium falciparum: differential sensitivity in vitro to E-64 (cysteine protease inhibitor) and Pepstatin A (aspartyl protease inhibitor).  |  Bailly, E., et al. 1992. J Protozool. 39: 593-9. PMID: 1522541
  6. The crystal structure of the secreted aspartic proteinase 3 from Candida albicans and its complex with pepstatin A.  |  Borelli, C., et al. 2007. Proteins. 68: 738-48. PMID: 17510964
  7. A novel cell penetrating aspartic protease inhibitor blocks processing and presentation of tetanus toxoid more efficiently than pepstatin A.  |  Zaidi, N., et al. 2007. Biochem Biophys Res Commun. 364: 243-9. PMID: 17937927
  8. Purification of HIV-1 wild-type protease and characterization of proteolytically inactive HIV-1 protease mutants by pepstatin A affinity chromatography.  |  Wondrak, EM., et al. 1991. FEBS Lett. 280: 347-50. PMID: 2013336
  9. Candida albicans possesses Sap7 as a pepstatin A-insensitive secreted aspartic protease.  |  Aoki, W., et al. 2012. PLoS One. 7: e32513. PMID: 22384266
  10. Human immunodeficiency virus has an aspartic-type protease that can be inhibited by pepstatin A.  |  Seelmeier, S., et al. 1988. Proc Natl Acad Sci U S A. 85: 6612-6. PMID: 3045820
  11. Large Pore Mesoporous Silica and Organosilica Nanoparticles for Pepstatin A Delivery in Breast Cancer Cells.  |  Rahmani, S., et al. 2019. Molecules. 24: PMID: 30658511
  12. Construction of Pepstatin A-Conjugated ultrasmall SPIONs for targeted positive MR imaging of epilepsy-overexpressed P-glycoprotein.  |  Du, C., et al. 2020. Biomaterials. 230: 119581. PMID: 31718885
  13. Pepstatin, a new pepsin inhibitor produced by Actinomycetes.  |  Umezawa, H., et al. 1970. J Antibiot (Tokyo). 23: 259-62. PMID: 4912600
  14. Cathepsin D protease mediates programmed cell death induced by interferon-gamma, Fas/APO-1 and TNF-alpha.  |  Deiss, LP., et al. 1996. EMBO J. 15: 3861-70. PMID: 8670891
  15. Potential role for cathepsin D in p53-dependent tumor suppression and chemosensitivity.  |  Wu, GS., et al. 1998. Oncogene. 16: 2177-83. PMID: 9619826

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Pepstatin A, 5 mg

sc-45036
5 mg
$60.00

Pepstatin A, 25 mg

sc-45036A
25 mg
$185.00

Pepstatin A, 500 mg

sc-45036B
500 mg
$1632.00

Is this Pepstatin A  (CAS 26305-03-3) of microbial origin or synthetic ?

Asked by: Rahulgaur
Thank you for inquiring with us. Our Pepstatin A sc-45036 is synthetic in origin. Please contact Technical Service by phone, (800)-457-3801 option 2, email <scbt@scbt.com>, or by live chat directly on our website, www.scbt.com if you have any further questions.
Answered by: Technical Service
Date published: 2019-06-16

Is this compound cell permeable?

Asked by: Jz28sail
Thank you for your question. sc-45036, Pepstatin A is not cell permeable. We recommend sc-222147, Pepstatin A Methyl Ester as a cell permeable alternative product (https://www.scbt.com/scbt/product/pepstatin-a-methyl-ester).
Answered by: Chemical Support 5
Date published: 2017-04-07
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Rated 5 out of 5 by from It works fineI employed this inhibitor to demonstrate the involvement of Cathepsin D in cell death. Pepstatin A was dissolved in DMSO. For assays, cells were incubated with Pepstatin A 10uM 1h prior to treatment.
Date published: 2017-01-26
Rated 5 out of 5 by from This drug exerts its function pretty wellThis drug exerts its function pretty well in autophagy induction. Published data
Date published: 2015-11-06
Rated 4 out of 5 by from Works well for insect disectionsWorks well for insect disections.
Date published: 2015-11-02
Rated 5 out of 5 by from WangWang, Y. et al. (PubMed 26258792) found that Pepstatin A, an inhibitor of aspartic proteases: cathepsin D, pepsin, and renin, relieved citreoviridin-induced apoptosis. -SCBT Publication Review
Date published: 2015-01-24
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Pepstatin A is rated 4.8 out of 5 by 4.
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