10874515001

Bestatin

95% (HPLC), crystalline powder, suitable for protein purification

• Synonym(s): Bestatin hydrochloride, N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine hydrochloride, N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine hydrochloride
• Empirical Formula (Hill Notation): C₁₆H₂₄N₂O₄ · HCl
• CAS Number: 65391-42-6
• Molecular Weight: 344.83
• Beilstein/REAXYS Number: 4628066
• MDL number: MFCD00058004
• UNSPSC Code: 12352204
• PubChem Substance ID: 329749214

Properties

• description: [(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-L-leucine hydrochloride
• assay: 95% (HPLC)
• form: crystalline powder
• packaging: pkg of 10 mg
• manufacturer/tradename: Roche
• storage condition: protect from light
• technique(s): protein purification: suitable
• mp: 195-205 °C
• solubility: water: soluble 25 g/L; alcohol: soluble 5 g/L
• λmax: 255-260 nm at 1 N in hydrochloric acid
• shipped in: wet ice
• storage temp.: 2-8°C
• SMILES string: O=C(N[C@@H](CC(C)C)C(O)=O)[C@@H](O)[C@H](N)CC1=CC=CC=C1.Cl[H]
• InChI: 1S/C16H24N2O4.ClH/c1-10(2)8-13(16(21)22)18-15(20)14(19)12(17)9-11-6-4-3-5-7-11;/h3-7,10,12-14,19H,8-9,17H2,1-2H3,(H,18,20)(H,21,22);1H/t12-,13+,14+;/m1./s1
• InChI key: XGDFITZJGKUSDK-UDYGKFQRSA-N

Description

Application

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

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.

Bestatin exhibits anti-angiogenic property and inhibits new blood vessel formation at the early stage of tumor growth and in the metastatic sites.

Preparation Note

Working concentration: 40 μg/ml (130 μM)
Working solution: Recommended solvents are 1 M HCl, methanol or 0.15 M NaCl.
Soluble to 20 mg/ml in 1 M HCl, 5 mg/ml in methanol, and 1 mg/ml in 0.15 M NaCl. Do not store in HCl.
For best results, use a stock solution of 2–5 mg/ml in methanol.
Storage conditions (working solution): -15 to -25 °C
Avoid repeated freezing!

Reconstitution

Soluble to 20 mg/ml in 1 M HCl, 5 mg/ml in methanol, and 1 mg/ml in 0.15 M NaCl. Do not store in HCl. Roche recommends preparing a stock solution of 2 to 5 mg/ml in methanol.
Solutions are stable for 6 months when stored in aliquots at -15 to -25 °C.

Storage and Stability

Store at 2 to 8 °C. (Store dry!)

Other Notes

For life science research only. Not for use in diagnostic procedures.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable