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200484-M

Sigma-Aldrich

Bestatin

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
MDL number:
MFCD00083262
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

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

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

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 anti-tumor properties. Effective at a concentration of 1-10 µM.
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

Warning

Toxicity: Standard Handling (A)

Preparation Note

Unstable in aqueous solution; dilute just prior to use.

Reconstitution

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

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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