Ketomethylenebestatin is a carba-analogue of the aminopeptidase (AP) inhibitor bestatin. This synthesis was carried out by a malonic ester alkylation with the suitably protected halomethyl ketone of (2S,3R)-AHPBA*), followed by a second alkylation with isobutyl bromide of the resulting 4-ketodiester, and subsequent decarboxylation and deprotection. Ketomethylenebestatin is 10 fold less effective as inhibitor of aminopeptidases than bestatin.
MedKoo Cat#: 558378
Name: Ketomethylenebestatin
CAS#: 137028-97-8
Chemical Formula: C17H25NO4
Exact Mass: 307.1800
Molecular Weight: 307.39
Elemental Analysis: C, 66.43; H, 8.20; N, 4.56; O, 20.82
The following data is based on the product molecular weight 307.39 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
