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Merck
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Principaux documents

10874515001

Roche

Bestatin

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

Synonyme(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

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About This Item

Formule empirique (notation de Hill):
C16H24N2O4 · HCl
Numéro CAS:
Poids moléculaire :
344.83
Numéro Beilstein :
4628066
Numéro MDL:
Code UNSPSC :
12352204
ID de substance PubChem :

Description

[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-L-leucine hydrochloride

Pureté

95% (HPLC)

Forme

crystalline powder

Conditionnement

pkg of 10 mg

Fabricant/nom de marque

Roche

Conditions de stockage

protect from light

Technique(s)

protein purification: suitable

Pf

195-205 °C

Solubilité

water: soluble 25 g/L
alcohol: soluble 5 g/L

λmax

255-260 nm at 1 N in hydrochloric acid

Conditions d'expédition

wet ice

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

XGDFITZJGKUSDK-UDYGKFQRSA-N

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Application

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

Actions biochimiques/physiologiques

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.

Notes préparatoires

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.

Stockage et stabilité

Store at 2 to 8 °C. (Store dry!)

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Anti-tumor angiogenesis effect of aminopeptidase inhibitor bestatin against B16-BL6 melanoma cells orthotopically implanted into syngeneic mice.
Aozuka Y, et al.
Cancer letters, 216(1), 35-42 (2004)
G Mathé
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 45(2-3), 49-54 (1991-01-01)
Bestatin, the dipeptide N-((2S, 3R)-3-amino-2-hydroxy-4-phenyl butanyl) L-leucine is a leucine aminopeptidase and aminopeptidase-B inhibitor. It exerts a direct stimulating effect on lymphocytes (and monocytes) via its fixation on cell surface leucine-aminopeptidase, and an indirect effect on monocytes (and lymphocytes) via
Production of recombinant tau oligomers in vitro.
Methods in Cell Biology, 141, 45-64 (2017)
Zheng-Zhao Liu et al.
Autophagy, 17(10), 2766-2782 (2020-11-05)
Senile osteoporosis (OP) is often concomitant with decreased autophagic activity. OPTN (optineurin), a macroautophagy/autophagy (hereinafter referred to as autophagy) receptor, is found to play a pivotal role in selective autophagy, coupling autophagy with bone metabolism. However, its role in osteogenesis

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