B8385
Bestatin hydrochloride
powder, ≥98% (HPLC)
Synonym(s):
N-[(2S,3R)-3-Amino-2-hydroxy-4-phenylbutyryl]-
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About This Item
Empirical Formula (Hill Notation):
C16H24N2O4 · HCl
CAS Number:
Molecular Weight:
344.83
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Beilstein/REAXYS Number:
4628066
Product Name
Bestatin hydrochloride, ≥98% (HPLC)
biological source
synthetic (organic)
Quality Segment
assay
≥98% (HPLC)
form
powder
input
general use sample(s)
mp
216 °C
solubility
water: 25 mg/mL, clear to very slightly hazy, colorless
antibiotic activity spectrum
neoplastics
mode of action
enzyme | inhibits
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
General description
Chemical structure: amino acid derivatives
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.
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.
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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