BESTATIN HYDROCHLORIDE Chemical Properties

Melting point:

216-218 °C

storage temp. 

2-8°C

solubility 

H₂O: 25 mg/mL, clear, colorless

form 

White to off-white powder.

color 

White

Water Solubility 

Soluble in water (4 mg/ml, warm), DMSO (>25 mg/ml), methanol, acetic acid, dimethyl formamide, and 100% ethanol.

BRN 

4628066

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO, distilled water, or ethanol may be stored at -20° for up to 1 month.

InChIKey

XGDFITZJGKUSDK-UDYGKFQRSA-N

CAS DataBase Reference

65391-42-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-24/25-36-26

WGK Germany 

3

F 

3-10

HS Code 

29242995

MSDS

• Language:English Provider:SigmaAldrich

BESTATIN HYDROCHLORIDE Usage And Synthesis

Description

Bestatin HCl (65391-42-6) inhibits leucine aminopeptidase and aminopeptidases B and N. Inhibits leukotriene A4 hydrolase. Displays immunostimulant activity via activation of macrophages and T lymphocytes. Displays antitumor activity.

Uses

Bestatin Hydrochloride is an inhibitor of aminopeptidases, LAP3, and leukotriene A4 hydrolase. It is the salt form of Bestatin (B319500).

Uses

competitive aminopeptidase B inhibitor

Uses

Bestatin is an inhibitor of amino peptidases and a potent, irreversible inhibitor of LTA4 hydrolase. It inhibits the amino peptidase activity of LTA4 hydrolase with a Ki value of 201 nM. It offers promise as a novel analgesic because it protects endogenous opioid peptides against degradation. It does not inhibit carboxypeptidases.

Uses

Bestatin has been used as a protease inhibitor for the purification of his-tagged Tau protein.

Definition

ChEBI: Bestatin (hydrochloride) is a peptide.

General Description

Chemical structure: amino acid derivatives

Biochem/physiol Actions

A metalloprotease inhibitor selective for aminopeptidase. Bestatin is a competitive and specific inhibitor of leucine aminopeptidase, aminopeptidase B, and triamino peptidase. It inhibits aminopeptidase B at 60 nM (using arginine-β-naphthylamide as substrate) and leucine aminopeptidase at 20 nM (leucine-β-naphthylamide as substrate). It showed no inhibition of aminopeptidase A, trypsin, chymotrypsin, elastase, papain, pepsin, or themolysin. It offers promise as a novel analgesic because it protects endogenous opioid peptides against degradation.

in vivo

in a mouse dorsal air sac assay, oral administration of bestatin (100-200 mg/kg/day) showed a significant inhibitory activity against the melanoma cell-induced angiogenesis. bestatin also inhibited the tube-like formation of human umbilical vein endothelial cells (huvecs). furthermore, after the orthotopic implantation of b16-bl6 melanoma cells into mice, bestatin administration (50-100 mg/kg/day, i.p) reduced the number of vessels oriented towards the established primary tumor mass on the dorsal side of mice [1].

References

1) Orning et al. (1991), Leukotriene A4 hydrolase. Inhibition by bestatin and intrinsic aminopeptidase activity establish its functional resemblance to metallohydrolase enzymes; J. Biol. Chem., 266 1375 2) Wang et al. (2010), The effect of different species aminopeptidase N structure on the activity screening of aminopeptidase N inhibitor; Biol. Pharm. Bull., 33 1658

BESTATIN HYDROCHLORIDE(65391-42-6)Related Product Information

• CARBOXYPEPTIDASE A
• CARBOXYPEPTIDASE B
• CARBOXYPEPTIDASE B
• Trypsin
• Chymotrypsin
• N-CARBOBENZOXY-DL-LEUCINE
• 1,3-Diamino-2-propanol
• Bestatin
• N-(2-HYDROXYETHYL)LACTAMIDE
• BESTATIN HYDROCHLORIDE
• (R)-(-)-4-PHENYL-2-BUTANOL
• D(+)-Phenylalaninol
• H-BETA-ALA-NH2 HCL
• 1,3-Dimethylbutylamine
• L-Leucine hydrochloride
• DIETHANOLAMINE HYDROCHLORIDE
• Betaine hydrochloride
• N-(3-AMINOPROPYL)GLYCINE DIHYDROCHLORIDE