Home Categories Biochemical Engineering Bestatin
A7097458

Bestatin , 10mMinDMSO , 58970-76-6

Synonym(s):
([2S,3R]-3-Amino-2-hydroxy-4-phenylbutanoyl)-L-leucine;[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-Leu;N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine hydrochloride;Bestatin hydrochloride;N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine hydrochloride

CAS NO.:58970-76-6

Empirical Formula: C16H24N2O4

Molecular Weight: 308.37

MDL number: MFCD00083262

EINECS: 261-529-2

Pack Size Price Stock Quantity
1ml RMB159.20 In Stock
others     Enquire
Update time: 2022-07-08

PRODUCT Properties

Melting point: 245 °C (dec.)(lit.)
alpha  D20 -15.5° (c = 1.0 in 1N HCl)
Boiling point: 448.76°C (rough estimate)
Density  1.0917 (rough estimate)
refractive index  1.5800 (estimate)
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
solubility  Aqueous Acid (Slightly, Sonicated), DMSO (Slightly, Heated)
pka 8.1, 3.1(at 25℃)
form  Powder
color  White
optical activity [α]20/D 11°, c = 1 in 1 M NaOH
Water Solubility  Soluble in water (<1 25), DMSO (2 mg/ml), methanol (5 mg/ml), 1eq. NaOH (50 mM), ethanol (<1 mg/ml at 25°C), acetic acid, aq. HCl, and alkaline solution. Insoluble in ethyl acetate, benzene, hexane, and chloroform.
Merck  13,9910
InChIKey VGGGPCQERPFHOB-RDBSUJKOSA-N

Description and Uses

Bestatin is an aminopeptidase inhibitor originally isolated from S. olivoreticuli. It inhibits aminopeptidase B (IC50 = 0.05 μg/ml), aminopeptidase N (IC50 = 16.9 μM), leucine aminopeptidase (IC50 = 0.01 μg/ml), and the aminopeptidase activity of leukotriene A4 (LTA4) hydrolase (Kapp = 172 nM). It is selective for these aminopeptidases over aminopeptidase A, trypsin, chymotrypsin, elastase, papain, pepsin, and thermolysin. Bestatin inhibits the production of LTB4 in erythrocytes when used at a concentration of 70 μM. It increases the expression of Akt, inhibits proliferation, migration, and invasion, and induces autophagy and apoptosis in 5637 bladder cancer cells. Bestatin (5 and 15 mg/kg) decreases serum levels of LTB4 and reduces tumor growth in a patient-derived xenograft (PDX) mouse model of colorectal cancer.

Bestatin is "pseudo"-dipeptide isolated from Strepotmyces olivreticuli in 1976. Bestatin is a potent aminopeptidase B inhibitor with no carboxypeptidase activity. Bestatin acts as an immunomodulator by activating macrophages and T lymphocytes. Bestatin also exhibits good antitumour activity and is has been investigated in clinical trials.

Safety

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Safety Statements  22-24/25
WGK Germany  3
RTECS  OH2915000
HS Code  29242998
Toxicity LD50 in male, female mice, male, female rats (g/kg): 1.3, 1.9, 1.9, 2.1 s.c.; 0.19, 0.19, 0.90, 0.78 i.p.; >4.0, >4.0, >2.0, >2.0 orally (Sakakibara)

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