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Merck

77170

Sigma-Aldrich

Pepstatina A

≥100,000 U/mg

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About This Item

Fórmula empírica (notación de Hill):
C34H63N5O9
Número de CAS:
Peso molecular:
685.89
Beilstein/REAXYS Number:
2201362
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.77
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biological source

Streptomyces sp.

Quality Level

form

powder

specific activity

≥100,000 U/mg

mp

233 °C (dec.) (lit.)

solubility

ethanol: soluble 1 mg/mL

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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Application

Pepstatin A is suitable for use:
  • in the inhibitor cocktail in fluorometric matrix metalloproteinase assay[1]
  • as a protease inhibitor during homogenization of tissue[2]
  • as a protease inhibitor during extraction of cells[3]
  • to determine the molar concentrations of cathepsin D by titration with pepstatin A[4]
  • in inhibiting cathepsin D[5]
It 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

La pepstatina A es un inhibidor de las proteasas ácidas (aspartil peptidasas). Forma un complejo 1:1 con proteasas como la pepsina, la renina, la catepsina D, la quimosina bovina y la proteasa B (Aspergillus niger). El inhibidor es muy selectivo y no inhibe las tiol proteasas, las proteasas neutras ni las serín-proteasas. La γ-secretasa solubilizada y la proteasa retroviral son también inhibidas por la pepstatina A. Se ha utilizado para caracterizar proteasas de diversas procedencias.
Potente inhibidor de las proteasas ácidas: la pepsina, la renina y la catepsina D, así como muchas proteasas de aspártico microbianas. Concentración efectiva 1 μM. Estable durante aprox. 1 día.

Unit Definition

1 U corresponds to the amount of inhibitor which reduces the activity of pepsin by 1 U (1 U corresponds to the amount of enzyme which increases the absorbance at 280 nm by 0.001 per minute at pH 2.0 and 37°C (Hemoglobin, Cat. No. 51290, as substrate, in an endvolume of 16 ml)); 10′000 absorbance-U as described above are equivalent to ∼1 Bergmeyer-U (when 1 pepsin-U is the amount of enzyme which hydrolyzes 1 μmol acetyl-L-phenylalanyl-3,5-diiodo-L-tyrosin per minute at pH 2.0 and 37°C)

Preparation Note

La pepstatina puede disolverse a 1 mg/ml en ácido acético al 10 % (v/v) en metanol (9:1 metanol:ácido acético). Puede ser necesario añadir ácido acético para disolver este péptido en metanol o DMSO. Se ha disuelto a 1 - 2 mg/ml en etanol, pero puede requerirse calor para la disolución completa. Las disoluciones de pepstatina A pueden calentarse hasta 60 °C sin que se descomponga el péptido.
Las disoluciones de reserva a 1 mg/ml son estables por lo menos durante una semana a 4 °C. Una disolución 1 mM en metanol o DMSO es estable durante meses a -20 °C. Si las disoluciones se vuelven de color amarillo oscuros, el reactivo se está hidrolizando.
Una concentración de trabajo de 1 μM es estable durante como mínimo un día a temperatura ambiente.

Other Notes

Strong inhibitor of acid proteases - pepsin, cathepsin D, renin[6][7][8]

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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Kavindra Kumar Kesari et al.
International journal of radiation biology, 86(4), 334-343 (2010-04-01)
To investigate the effect of 2.45 GHz microwave radiation on rat brain of male wistar strain. Male rats of wistar strain (35 days old with 130 +/- 10 g body weight) were selected for this study. Animals were divided into
J. Tang
Nature, 266, 119-119 (1977)
H. Umezawa
Methods in Enzymology, 45, 689-689 (1976)
M Ferreras et al.
FEBS letters, 486(3), 247-251 (2000-12-20)
The angiogenesis inhibitor endostatin is a fragment of the NC1 domain of collagen XVIII. The generation of endostatin has been investigated only in murine hemangioendothelioma cell cultures and was ascribed to cathepsin L. Distinct endostatin-like fragments were detected in human
F G Giancotti et al.
The Journal of cell biology, 118(4), 951-959 (1992-08-01)
The alpha 6 beta 4 integrin is a receptor involved in the interaction of epithelial cells with basement membranes. This integrin is unique among the known integrins in that its beta 4 subunit has a large cytoplasmic domain. The function

Questions

  1. Can Pepstatin A (CAS 26305-03-3), product number 77170, be stored in ethanol? If so, what are the recommended temperature and duration for storage? Additionally, should concerns about hydrolysis impact its storage?

    1 answer
    1. Pepstatin A can be stored at -20°C following reconstitution/dissolution and is soluble in ethanol at 1mg/mL. It is also soluble in DMSO, ethanol, or glacial acetic acid (9:1) at 1mg/ml. For dilution, an aqueous buffer at slightly alkaline pH is recommended when using the above organic solvents. However, it is insoluble in dH2O and other aqueous buffers at near neutral pH, and may precipitate from the solution if water or acidic buffer is used for dilution. Solutions of Pepstatin A can be heated as high as 60°C without decomposing the peptide.

      Regarding preparation, Pepstatin A is only sparingly soluble in water, and its solubility is related to the purity of the preparation. Stock solutions at 1mg/mL should be stable for at least a week at 4°C, while a 1mM solution in methanol should be stable for months at –20°C. Any yellowing of the solution indicates hydrolysis. An effective working concentration is 1uM, stable for at least one day at room temperature, with a typical working concentration being 0.5-1ug/ml.

      In terms of stability and solubility, some solutions can be difficult to obtain and can be encouraged by rapid stirring, sonication, or gentle warming (in a 45-60°C water bath). Peptides in solution are less stable than in lyophilized form, especially if they contain certain amino acids. It's recommended to store peptides in solution for as short a time as possible, avoid repeated freeze-thaw cycles, and discard any portion of an aliquot unused after thawing. Additionally, peptides stored in solution can be susceptible to bacterial degradation, so sterile solutions or passing the peptide solution through a 0.2 μm filter to remove potential bacterial contamination are advised whenever possible.

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