TMC-96
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| Category | Enzyme inhibitors |
| Catalog number | BBF-02538 |
| CAS | |
| Molecular Weight | 372.5 |
| Molecular Formula | C18H32N2O6 |
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Description
TMC-96 is a proteasome inhibitor produced by Saccharothrix sp. TC 1094. It inhibited the chymotrypsin-like and peptidylglutamyl-peptide hydrolyzing activities of 20S proteasome with IC50 values of 2.9 and 3.5 μmol/L, respectively.
Specification
| Synonyms | TMC 96 |
| IUPAC Name | N-[(2S,3R)-3-hydroxy-1-[[1-[2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopentan-2-yl]amino]-1-oxobutan-2-yl]-3-methylbutanamide |
| Canonical SMILES | CC(C)CC(C(=O)C1(CO1)CO)NC(=O)C(C(C)O)NC(=O)CC(C)C |
| InChI | InChI=1S/C18H32N2O6/c1-10(2)6-13(16(24)18(8-21)9-26-18)19-17(25)15(12(5)22)20-14(23)7-11(3)4/h10-13,15,21-22H,6-9H2,1-5H3,(H,19,25)(H,20,23)/t12-,13?,15+,18?/m1/s1 |
| InChI Key | CEWYDURMTVVVNH-QMOGDXDJSA-N |
Reference Reading
1. TMC-86A, B and TMC-96, new proteasome inhibitors from Streptomyces sp. TC 1084 and Saccharothrix sp. TC 1094. I. Taxonomy, fermentation, isolation, and biological activities
Y Koguchi, J Kohno, S Suzuki, M Nishio, K Takahashi, T Ohnuki, S Komatsubara J Antibiot (Tokyo). 1999 Dec;52(12):1069-76. doi: 10.7164/antibiotics.52.1069.
TMC-86A, B and TMC-96, new 20S proteasome inhibitors with an epoxy-beta-aminoketone moiety, were isolated from the fermentation broth of Streptomyces sp. TC 1084 and Saccharothrix sp. TC 1094, respectively. TMC-86A, B and TMC-96 inhibited the chymotrypsin-like and peptidylglutamyl-peptide hydrolyzing activities of 20S proteasome with the following IC50 values: TMC-86A, 5.1 microM and 3.7microM; TMC-86B, 1.1 microM and 31 microM; TMC-96, 2.9 microM and 3.5 microM, respectively. TMC-86A, B and TMC-96 exhibited the weak inhibitory activity against the trypsin-like activity of 20S proteasome with IC50 values of 51 microM, 250 microM, and 36 microM, respectively. They did not inhibit m-calpain, cathepsin L, and trypsin at 100 microM, suggesting their high specificity for proteasome. Taxonomy of the producing strains is also described.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
