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MilliporeSigma

P5318

Sigma-Aldrich

Pepstatin A

powder, ≥90% (HPLC)

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5 MG
$91.90
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$321.00

$91.90


Estimated to ship onJuly 14, 2025Details


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5 MG
$91.90
25 MG
$321.00

About This Item

Empirical Formula (Hill Notation):
C34H63N5O9
CAS Number:
Molecular Weight:
685.89
Beilstein/REAXYS Number:
2201362
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77

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$91.90


Estimated to ship onJuly 14, 2025Details


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Product Name

Pepstatin A, microbial, ≥90% (HPLC)

biological source

microbial

Quality Level

assay

≥90% (HPLC)

form

powder

mp

233 °C (dec.) (lit.)

solubility

ethanol: 1-2 mg/mL (with heat up to 60 °C)

storage temp.

2-8°C

SMILES string

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

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

InChI key

FAXGPCHRFPCXOO-LXTPJMTPSA-N

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This Item
P426577170EI10
Pepstatin A Pepstatin A is an inhibitor of aspartic proteinases such as pepsin, cathepsins D and E

EI10

Pepstatin A

assay

≥90% (HPLC)

assay

≥75% (HPLC)

assay

-

assay

-

biological source

microbial

biological source

microbial

biological source

Streptomyces sp.

biological source

-

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

100

form

powder

form

powder

form

powder

form

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

solubility

ethanol: 1-2 mg/mL (with heat up to 60 °C)

solubility

ethanol: acetic acid (9:1): 1 mg/mL, clear to hazy, colorless

solubility

ethanol: soluble 1 mg/mL

solubility

-

General description

Pepstatin A is a naturally occurring chemotactic peptide and inhibitor of aspartic proteases that was initially isolated from culture filtrates of various Actinomycetes species, with the initial name simply of “pepstatin”. This name was later modified to “pepstatin A” to distinguish the original pepstatin from later derivatives. Pepstatin A notably contains the unusual amino acid 4-amino-hydroxy-6-methylheptanoic acid (AHMHA), which is known also as statine. The amino acid sequence of pepstatin A is N-Isovaleryl-L-Valyl-L-Valyl-AHMHA-L-Alanyl-AHMHA.

Application

Can be used in conjunction with E64-d and Leupeptin A to inhibit the degradation of autophagic cargo inside autophagosomes. For this application, the working concentration is typically between 1-10 μM.

Biochem/physiol Actions

Pepstatin A is an inhibitor of acid proteases (aspartyl peptidases). It forms a 1:1 complex with proteases such as pepsin, renin, cathepsin D, bovine chymosin, and protease B (Aspergillus niger). The inhibitor is highly selective and does not inhibit thiol proteases, neutral proteases, or serine proteases. Solubilized γ-secretase and retroviral protease are also inhibited by Pepstatin A. It has been used to characterize proteases from several sources.
Potent inhibitor of acid proteases, including pepsin, renin and cathepsin D and many microbial aspartic proteases. Effective concentration 1 μM. Stable for about 1 day.

Preparation Note

Pepstatin can be dissolved at 1 mg/ml in 10% (v/v) acetic acid in methanol (9:1 methanol:acetic acid). The inclusion of acetic acid may be necessary to dissolve this peptide in methanol or DMSO. It has been dissolved at 1 to 2 mg/ml in ethanol, but heat may be required for complete dissolution. Solutions of Pepstatin A can be heated as high as 60 °C without any decomposition of the peptide.
Stock solutions at 1 mg/ml are stable at least a week at 4 °C. A 1 mM solution in methanol or DMSO is stable for months at -20 °C. If solutions become darker yellow, the reagent is hydrolyzing.
A working concentration of 1 μM is stable for at least one day at room temperature.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Questions

  1. Is the recommended solution preparation for Pepstatin A product P5318 (CAS 26305-03-3) similar for DMSO solubility as it is for ethanol and methanol with 10% (v/v) acetic acid added?

    1 answer
    1. The Product Information sheet of product "P5318" suggests that this grade of Pepstatin A may not be soluble, even at low levels of alcohol or DMSO, unless 10% acetic acid is added. It seems that the purer the material, the less soluble it becomes in ethanol, methanol, or DMSO. In contrast, the less pure material P4265 is highly soluble in any of the solvents mentioned at 25mg/mL. Therefore, it is advisable to add some acetic acid, either by titrating it or adding it directly to 10% acetic acid/ethanol to dissolve this inhibitor.

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