TMC-86B
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| Category | Enzyme inhibitors |
| Catalog number | BBF-02531 |
| CAS | |
| Molecular Weight | 414.5 |
| Molecular Formula | C20H34N2O7 |
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Description
TMC-86B is a 20S proteasome inhibitor isolated from the fermentation broth of Streptomyces sp. A5008. It inhibited the chymotrypsin-like and peptidylglutamyl-peptide hydrolyzing activities of 20S proteasome with IC50 values of 1.1 and 31 μmol/L, respectively.
Specification
| Synonyms | TMC-86 B |
| IUPAC Name | 6-hydroxy-N-[(2S)-3-hydroxy-1-[[1-[2-(hydroxymethyl)oxiran-2-yl]-4-methyl-1-oxopent-4-en-2-yl]amino]-1-oxopropan-2-yl]-6-methylheptanamide |
| Canonical SMILES | CC(=C)CC(C(=O)C1(CO1)CO)NC(=O)C(CO)NC(=O)CCCCC(C)(C)O |
| InChI | InChI=1S/C20H34N2O7/c1-13(2)9-14(17(26)20(11-24)12-29-20)22-18(27)15(10-23)21-16(25)7-5-6-8-19(3,4)28/h14-15,23-24,28H,1,5-12H2,2-4H3,(H,21,25)(H,22,27)/t14?,15-,20?/m0/s1 |
| InChI Key | UUYGJEDLSUBYHW-CHWWFWEZSA-N |
Properties
| Appearance | White Powder |
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 ╳
