Acetyl-Pepstatin

Names

[ Name ]:
Acetyl-Pepstatin

[Synonym ]:
Pepstatin Ac
N-Acetyl Pepstatin
5hvp
Ac-Val-Val-Sta-Ala-Sta
N-Acetyl-L-valyl-N-[(3S,4S)-1-{[(2S)-1-{[(2S,3S)-1-carboxy-2-hydroxy-5-methyl-3-hexanyl]amino}-1-oxo-2-propanyl]amino}-3-hydroxy-6-methyl-1-oxo-4-heptanyl]-L-valinamide
Acetyl-pepstatin
Pepsidine C
Pepsidin C
L-Valinamide, N-acetyl-L-valyl-N-[(1S,2S)-4-[[(1S)-2-[[(1S)-1-[(1S)-2-carboxy-1-hydroxyethyl]-3-methylbutyl]amino]-1-methyl-2-oxoethyl]amino]-2-hydroxy-1-(2-methylpropyl)-4-oxobutyl]-
Acetylpepstatin
Ac-Pepstatin

Biological Activity

[Description]:

Pepstatin (Pepstatin A) acetate is a specific, orally active aspartic protease inhibitor produced by actinomycetes, with IC50s of 4.5 nM, 6.2 nM, 150 nM, 290 nM, 520 nM and 260 nM for hemoglobin-pepsin, hemoglobin-proctase, casein-pepsin, casein-proctase, casein-acid protease and hemoglobin-acid protease, respectively. Pepstatin acetate also inhibits HIV protease[1][2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Autophagy >> Autophagy

Research Areas >> Inflammation/Immunology

Signaling Pathways >> Metabolic Enzyme/Protease >> HIV Protease

[Target]

IC50: 4.5 nM (Hemoglobin-pepsin), 6.2 nM (Hemoglobin-proctase), 150 nM (Casein-pepsin), 260 nM (Hemoglobin-acid protease), 290 nM (Casein-proctase), 520 nM (Casein-acid protease)[1]

[In Vitro]

Pepstatin (Pepstatin A) (7 μM; 48 h) affects the intracellular processing of HIV-specific gag protein[2].

[In Vivo]

Pepstatin (Pepstatin A) has a very low toxicity, with LD50s of 1090 mg/kg, 875 mg/kg, 820 mg/kg and 450 mg/kg for mice, rats, rabbits, and dogs by i.p. route, and > 2000 mg/kg for all species by oral route[1]. Pepstatin (0.5-50 mg/kg, p.o.) suppresses stomach ulceration of the pylorus in ligated Shay rats[1]. Animal Model: Pylorus ligated male Wistar rats[1] Dosage: 0.5, 1, 10 and 50 mg/kg Administration: Oral administration, 15 minutes after pyloric ligation Result: Effectively prevented stomach ulceration.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
992.8±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₁H₅₇N₅O₉

[ Molecular Weight ]:
643.812

[ Flash Point ]:
554.2±34.3 °C

[ Exact Mass ]:
643.415649

[ PSA ]:
223.26000

[ LogP ]:
0.75

[ Appearance of Characters ]:
Solid | White to Off-white

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.508

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xi

[ WGK Germany ]:
3