Bafilomycin A1

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Bafilomycin A1

B-1183
  • CAS: 88899-55-2
  • Formula: C35H58O9
  • MW: 622.8
  • Appearance: White solid (Lyophilized)
  • Purity: >98%

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A macrolide antibiotic that acts as a specific inhibitor of vacuolar-type H+-ATPase. Useful in distinguishing among different types of ATPases. Endothelin-converting enzyme 1 degrades neuropeptides in endosomes to control receptor recycling. Post-endocytic sorting of calcitonin Receptor-like Receptor and Receptor Activity-Modifying Protein 1. Additionally, Bafilomycin A1 prevents lysosomal cholesterol trafficking in macrophages and can be used to distinguish different types of ATPases. Research shows that Bafilomycin A1 can inhibit macroautophagy and promote apoptosis in colon cancer cells.

The inhibitors that act on the late stage of autophagy include chloroquine (CQ), bafilomycin A1, leupeptin, and pepstatin. These latter compounds either inhibit the fusion of autophagosomes with lysosomes or the degradation of autolysosomes.

 

Additional Information

SynonymsBaf-A1, Baf A
Product #B-1183
CAS #88899-55-2
Chemical Name(2Z,4E,6R,7S,8S,10E,12E,14S,15R)-15-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-DIHYDROXY-5-METHYL-6-PROPAN-2-YLOXAN-2-YL]-3-HYDROXYPENTAN-2-YL]-7-HYDROXY-2,14-DIMETHOXY-4,6,8,10-TETRAMETHYL-16-OXACYCLOHEXADECA-2,4,10,12-TETRAEN-1-ONE
FormulaC35H58O9
MW622.8
AppearanceWhite solid (Lyophilized)
Purity>98%
SolubilitySoluble in ethanol, methanol, DMF or DMSO. DMSO at 50mg/ml. Poor water solubility. NOTE: Forms methyl ketal on long term storage in methanol.
Storage TempStore desiccated at -20°C max 3 yrs as powder, -80 for 2 yrs as solvent.
Therapeutic AreaOncological Disorders
UseBafilomycin A1 inhibit macroautophagy and promote apoptosis in colon cancer cells . Baf A1 inhibits the action of Tentanus toxin in spinal cord neurons in cell culture. It also inhibits rhinovirus infection in human airways

Additional Information

MDL NumberMFCD06795130
ChemACXX1087211-6
InChIInChI=1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23+,24-,25-,26-,27+,28-,30-,31+,32+,33+,35+/m0/s1
SMILESC[C@H]1C/C(=C/C=C/[C@@H]([C@H](OC(=O)/C(=C/C(=C/[C@H]([C@H]1O)C)/C)/OC)[C@@H](C)[C@H]([C@H](C)[C@]2(C[C@H]([C@@H]([C@H](O2)C(C)C)C)O)O)O)OC)/C

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GHS Pictograms
HandlingWarning.Toxic. May be Carcinogenic. Wear gloves/mask when handling product. Avoid contact by all means of exposure. Protect from Light

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msds 1B-1183, BAFILOMYCIN A1, SDS, diamond format.pdf
Certificate of Analysis 1B-1183, G1205B.pdf
Certificate of Analysis 2B-1183, G1205A.pdf
Certificate of Analysis 3B-1183, G1205.pdf
E-Brochure Fermentation
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CitationsBauler, Timothy J., Jennifer C. Chase, and Catharine M. Bosio. "IFN-B mediates suppression of IL-12p40 in human dendritic cells following infection with virulent Francisella tularensis." The Journal of Immunology (2011): 1100377.
Kohli, Latika, et al. "The pan erbB inhibitor PD168393 enhances lysosomal dysfunction-induced apoptotic death in malignant peripheral nerve sheath tumor cells." Neuro-oncology 14.3 (2012): 266-277.
Khan, Nida S., et al. "Dectin-1 controls TLR9 trafficking to phagosomes containing B-1,3 glucan." The Journal of Immunology (2016): 1401545.
Kugadas, Abirami, et al. "A Mycobacterium avium subsp. paratuberculosis Predicted Serine Protease Is Associated with Acid Stress and Intraphagosomal Survival." Frontiers in cellular and infection microbiology 6 (2016): 85.
Chong, Audrey, et al. "The early phagosomal stage of Francisella tularensis determines optimal phagosomal escape and Francisella pathogenicity island protein expression." Infection and immunity 76.12 (2008): 5488-5499.
ReferenceTherapeutic Targeting of Autophagy in Disease: Biology and Pharmacology Yan Cheng, Xingcong Ren, William N. Hait, and Jin-Ming Yang.
The Tetraspanin CD82 Is Specifically Recruited to Fungal and Bacterial Phagosomes prior to Acidification
WLS-dependent secretion of WNT3A requires Ser209 acylation and vacuolar acidification
The (Pro)Renin Receptor \nSite-Specific and Functional Linkage to the Vacuolar H+ ATPase in the Kidney\n
Dectin-1 Activation Controls Maturation of b-1,3-Glucan-containing Phagosomes

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