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Merck

10874515001

Roche

Bestatin

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

Sinónimos:

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

Fórmula empírica (notación de Hill):
C16H24N2O4 · HCl
Número de CAS:
Peso molecular:
344.83
Beilstein/REAXYS Number:
4628066
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:

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

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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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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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