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200484-M

Bestatin

Name: Bestatin
Brand: MM

Binds to cell surfaces and inhibits surface aminopeptidases, notably aminopeptidase B and leucine aminopeptidase.

Synonym(s):

Bestatin, [(2S,3R)-3-Amino-2-hydroxy-4-phenylbutanoyl]-Leu

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About This Item

Empirical Formula (Hill Notation):

C₁₆H₂₄N₂O₄

CAS Number:

58970-76-6

Molecular Weight:

308.37

UNSPSC Code:

12352200

NACRES:

NA.77

MDL number:

MFCD00083262

Assay:

>99% (HPLC)

Form:

crystalline solid

Quality level:

100

Storage condition:

OK to freeze

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Properties

Quality Level

100

description

Merck USA index - 14, 9842

assay

>99% (HPLC)

form

crystalline solid

manufacturer/tradename

Calbiochem^®

storage condition

OK to freeze

color

white

solubility

DMSO: 2 mg/mL, methanol: 5 mg/mL

storage temp.

2-8°C

SMILES string

[N+H3][C@@H]([C@H](O)C(=O)N[C@H](CC(C)C)C(=O)[O-])Cc1ccccc1

InChI

1S/C16H24N2O4/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)/t12-,13-,14+/m1/s1

InChI key

VGGGPCQERPFHOB-MCIONIFRSA-N

Description

General description

Binds to cell surfaces and inhibits surface aminopeptidases, notably aminopeptidase B and leucine aminopeptidase. Also acts as a potent aminopeptidase N inhibitor. Activates macrophages and T lymphocytes. Has antitumor properties. Also available as a 50 mM solution in water (Cat. No. 200488).

Biochem/physiol Actions

Primary Target
amino peptidase b

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). DMSO and methanol stock solutions are stable for up to 1 month at -20°C.

Unstable in aqueous solution; dilute just prior to use.

Other Notes

Inoue, T., et al. 1994. J. Clin. Endocrinol. Metab. 79, 171.
Taylor, A., et al. 1993. Biochemistry32, 784.
Ishida, J.I., et al. 1984. J. Chromatogr.305, 381.
Umezawa, H. 1982. Annu. Rev. Microbiol.36, 75.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c