• USA Home
  • B8385 - Bestatin hydrochloride

EMAIL THIS PAGE TO A FRIEND
B8385 Sigma-Aldrich

Bestatin hydrochloride

≥98% (HPLC)

Synonym: N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-L-leucine hydrochloride

  • CAS Number 65391-42-6

  • Empirical Formula (Hill Notation) C16H24N2O4 · HCl

  • Molecular Weight 344.83

  •  Beilstein/REAXYS Number 4628066

  •  MDL number MFCD00058004

  •  PubChem Substance ID 24278278

  •  NACRES NA.77

Purchase

Properties

Related Categories A to C, Amino Acid Derivatives, Aminopeptidase, Aminopeptidase P, Antibiotics,
Quality Level   300
biological source   synthetic (organic)
assay   ≥98% (HPLC)
form   powder
mp   216  °C
solubility   water: 25 mg/mL, clear to very slightly hazy, colorless
Mode of action   enzyme | inhibits
antibiotic activity spectrum   neoplastics
storage temp.   −20°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

General description

Chemical structure: amino acid derivatives

Packaging

1, 5 mg in glass bottle

10, 25 mg in poly bottle

100 mg in glass bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Preparation Note

Solubility testing in water at 25 mg/ml yields a clear solution. Stock solutions at 1 mM are expected to be stable at least one month stored at -20 °C.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Single- & multi-channel pipettes from BRAND
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?