Molecular structure of Apoptolidin, CAS Number: 194874-06-1
Apoptolidin (CAS 194874-06-1)
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Application:
Apoptolidin is an apoptotic cell death inducer
CAS Number:
194874-06-1
Purity:
>95%
Molecular Weight:
1129.4
Molecular Formula:
C58H96O21
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Apoptolidin is a selective polyketide, apoptosis inducer produced by Nocardiopsis mainly inducing cell death in E1A-transformed cells and inhibiting the enzymatic activity of mitochondrial F0F1-ATPase. In addition, studies suggest that apoptolidin isomerizes in solution into isoapoptolidin within the time frame of most cell-based assays, however isoapoptolidin′s ability to inhibit mitochondrial F0F1-ATPase is over 10 fold less effective. Furthermore, studies show that apoptolidin induced apoptosis can be inhibited by BCL-2.
Apoptolidin (CAS 194874-06-1) References
- Understanding and exploiting the mechanistic basis for selectivity of polyketide inhibitors of F(0)F(1)-ATPase. | Salomon, AR., et al. 2000. Proc Natl Acad Sci U S A. 97: 14766-71. PMID: 11121076
- Isoapoptolidin: structure and activity of the ring-expanded isomer of apoptolidin. | Wender, PA., et al. 2002. Org Lett. 4: 3819-22. PMID: 12599467
- Facile synthetic access to and biological evaluation of the macrocyclic core of apoptolidin. | Wender, PA., et al. 2003. Org Lett. 5: 2299-302. PMID: 12816433
- Total synthesis of apoptolidin: completion of the synthesis and analogue synthesis and evaluation. | Nicolaou, KC., et al. 2003. J Am Chem Soc. 125: 15443-54. PMID: 14664590
- Synthesis of the C(1)-C(11) polyene fragment of apoptolidin with a new sulfur dioxide-based organic chemistry. | Bouchez, LC. and Vogel, P. 2005. Chemistry. 11: 4609-20. PMID: 15954151
- Apoptolidin: induction of apoptosis by a natural product. | Daniel, PT., et al. 2006. Angew Chem Int Ed Engl. 45: 872-93. PMID: 16404760
- Correlation of F0F1-ATPase inhibition and antiproliferative activity of apoptolidin analogues. | Wender, PA., et al. 2006. Org Lett. 8: 589-92. PMID: 16468718
- Synthesis and evaluation of the cytotoxicity of apoptolidinones A and D. | Ghidu, VP., et al. 2008. J Org Chem. 73: 4949-55. PMID: 18543990
- 2,3-Anhydrosugars in glycoside bond synthesis. Application to 2,6-dideoxypyranosides. | Hou, D. and Lowary, TL. 2009. J Org Chem. 74: 2278-89. PMID: 19249832
- Combined chemical and biosynthetic route to access a new apoptolidin congener. | Ghidu, VP., et al. 2009. Org Lett. 11: 3032-4. PMID: 19552384
- Nocardiopsis species: a potential source of bioactive compounds. | Bennur, T., et al. 2016. J Appl Microbiol. 120: 1-16. PMID: 26369300
- The use of fluorescently-tagged apoptolidins in cellular uptake and response studies. | Chong, KM., et al. 2016. J Antibiot (Tokyo). 69: 327-30. PMID: 26956792
- Amycolatopsins A-C: antimycobacterial glycosylated polyketide macrolides from the Australian soil Amycolatopsis sp. MST-108494. | Khalil, ZG., et al. 2017. J Antibiot (Tokyo). 70: 1097-1103. PMID: 29066791
Inhibitor of:
ATPase.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Apoptolidin, 100 µg | sc-202062 | 100 µg | $383.00 |