Pepstatin A
Product Code: AG-CP3-7001
Product Group: Antibiotics and Other Antimicrobials
Supplier: AdipoGen Life Sciences
| Code | Size | Price |
|---|
| AG-CP3-7001-M005 | 5 mg | £40.00 |
Quantity:
| AG-CP3-7001-M025 | 25 mg | £95.00 |
Quantity:
| AG-CP3-7001-M100 | 100 mg | £270.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
i-Valeryl-L-Val-L-Val-AHMHA-L-Ala-AHMHA; Procidin S 735A; NSC 272671
Appearance:
White to off-white powder.
CAS:
26305-03-3
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C34H63N5O9/c1-17(2)12-23(37-33(47)31(21(9)10)39-34(48)30(20(7)8)38-27(42)14-19(5)6)25(40)15-28(43)35-22(11)32(46)36-24(13-18(3)4)26(41)16-29(44)45/h17-26,30-31,40-41H,12-16H2,1-11H3,(H,35,43)(H,36,46)(H,37,47)(H,38,42)(H,39,48)(H,44,45)/t22-,23-,24-,25-,26-,30-,31-/m0/s1
InChiKey:
FAXGPCHRFPCXOO-LXTPJMTPSA-N
Long 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.
MDL:
MFCD00060740
Molecular Formula:
C34H63N5O9
Molecular Weight:
685.9
Package Type:
Vial
Product 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 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.
Purity:
>98% (HPLC)
Sequence:
Iva-Val-Val-Sta-Ala-Sta
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
Solubility Chemicals:
Soluble in DMSO (10mg/ml), ethanol (1mg/ml, gentle warming), methanol or acetic acid.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.
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) | 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) | 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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