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P5318

Sigma-Aldrich

Pepstatin A

powder, ≥90% (HPLC)

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1 EA
CN¥6,780.43

CN¥6,780.43

Available to ship onApril 27, 2025Details

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1 EA
CN¥6,780.43

About This Item

Empirical Formula (Hill Notation):
C34H63N5O9
CAS Number:
26305-03-3
Molecular Weight:
685.89
Beilstein:
2201362
EC Number:
247-600-0
MDL number:
MFCD00060740
UNSPSC Code:
12352202
PubChem Substance ID:
24898620
NACRES:
NA.77

CN¥6,780.43

Available to ship onApril 27, 2025Details

Product Name

Pepstatin A, microbial, ≥90% (HPLC)

biological source

microbial

Quality Level

200

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

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Show Differences

1 of 4

This Item
P426577170PEPSRO
Pepstatin A microbial, ≥90% (HPLC)

P5318

Pepstatin A

Pepstatin A microbial, ≥75% (HPLC)

P4265

Pepstatin A

Pepstatin A ≥100,000 U/mg

77170

Pepstatin A

Pepstatin from Streptomyces species

PEPSRO

Pepstatin

assay

≥90% (HPLC)

assay

≥75% (HPLC)

assay

-

assay

-

biological source

microbial

biological source

microbial

biological source

Streptomyces sp.

biological source

synthetic

Quality Level

200

Quality Level

300

Quality Level

100

Quality Level

100

form

powder

form

powder

form

powder

form

lyophilized

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

ethanol: 1 mg/mL, methanol: 1 mg/mL, acetic acid: soluble 300 μg/mL (6N), pyridine: soluble, water: insoluble

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

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.

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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    0000431739
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    0000421320

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