Glidobactin G
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-01251 |
| CAS | 119259-71-1 |
| Molecular Weight | 536.66 |
| Molecular Formula | C27H44N4O7 |
| Purity | ≥95% |
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Description
It is produced by the strain of Polyangium brachysporum sp. No. K481-B-101. It is an anti-tumor antibiotic. It has the activity against pathogenic fungi and yeast, the activity of Glidobactin C is the strongest. It also extends the survival of mice inoculated with leukemia P388 cells.
Specification
| Synonyms | Antibiotic BU 2867TG; Bu-2867TG; 2,4-Dodecadienamide, N-(2-hydroxy-1-(((10-hydroxy-5-(hydroxymethyl)-2,7-dioxo-1,6-diazacyclododec-3-en-8-yl)amino)carbonyl)propyl)-, (5R-(3E,5R*,8S*(1S*(2E,4E),2R*),10S*))- |
| IUPAC Name | (2E,4E)-N-[(2S,3R)-3-hydroxy-1-[[(3Z,5R,8S,10S)-10-hydroxy-5-(hydroxymethyl)-2,7-dioxo-1,6-diazacyclododec-3-en-8-yl]amino]-1-oxobutan-2-yl]dodeca-2,4-dienamide |
| Canonical SMILES | CCCCCCCC=CC=CC(=O)NC(C(C)O)C(=O)NC1CC(CCNC(=O)C=CC(NC1=O)CO)O |
| InChI | InChI=1S/C27H44N4O7/c1-3-4-5-6-7-8-9-10-11-12-24(36)31-25(19(2)33)27(38)30-22-17-21(34)15-16-28-23(35)14-13-20(18-32)29-26(22)37/h9-14,19-22,25,32-34H,3-8,15-18H2,1-2H3,(H,28,35)(H,29,37)(H,30,38)(H,31,36)/b10-9+,12-11+,14-13-/t19-,20-,21+,22+,25+/m1/s1 |
| InChI Key | IHONJNBUCZLUOS-FIGNABQDSA-N |
Properties
| Appearance | White Powder |
| Antibiotic Activity Spectrum | Neoplastics (Tumor); Fungi; Yeast |
| Boiling Point | 940.2 °C at 760 mmHg |
| Melting Point | 217 °C (dec.) |
| Density | 1.20 g/cm3 |
| Solubility | Soluble in Methanol |
Reference Reading
1. Thiasyrbactins Induce Cell Death via Proteasome Inhibition in Multiple Myeloma Cells
Marquicia R Pierce, Nicole A Bakas, Michael C Pirrung, André S Bachmann Anticancer Res. 2018 Oct;38(10):5607-5613. doi: 10.21873/anticanres.12895.
Background/aim: Proteasome inhibition is a validated therapeutic strategy for the treatment of refractory and relapsed multiple myeloma (MM) and mantle cell lymphoma. We previously showed that thiasyrbactins (NAM compounds) are inhibitors with an affinity for the trypsin-like (T-L, β2) site of the constitutive proteasome, and more profoundly for the T-L site of the immunoproteasome. Materials and methods: In this study, the biological activity of three NAM compounds was evaluated using four MM cell lines (ARD, U266, MM1R, and MM1S). We assessed the effect of (NAM-93, NAM-95, and NAM-105 on cell viability, as well as cell-based proteasomal activities, and determined the EC50 and Ki50 values, respectively. Results: MM cells were most sensitive to NAM-93 with EC50 values <0.75 μM after 48 h of treatment. NAM-105 had a similar profile in most of the MM cells with EC50 values ranging between 0.42 and 3.02 μM. The level of inhibition of the proteasome T-L sub-catalytic activity in actively-growing MM cells was similar for NAM-93 and NAM-105. However, in each cell line, NAM-93 was more effective than NAM-105 at inhibiting overall trypsin-like sub-catalytic activity while NAM-105 was typically more effective at inhibiting overall chymotrypsin-like (CT-L, β5) sub-catalytic activity. Conclusion: These results show for the first time the proteasome-targeted biological activity of thiasyrbactins in MM tumor cells.
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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 ╳
