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Bafilomycin A1

SKU
B-1183
  • CAS:88899-55-2
  • Formula:C35H58O9
  • MW:622.8 Da
  • Appearance:White solid
  • Purity:>95% by HPLC

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Bafilomycin A1
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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.

More Information
Alternate Name/Synonyms
Baf-A1; Baf A; Hygrolidin; tetraen-2-one
SKU
B-1183
CAS #
88899-55-2
Chemical Name
(3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(2S,3R,4S)-4-[(2R,4R,5S,6R)-2,4-dihydroxy-5-methyl-6-propan-2-yloxan-2-yl]-3-hydroxypentan-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one
Chemical Formula
C35H58O9
Molecular Weight
622.8 Da
Appearance
White solid
Purity
>95% by HPLC
Solubility
Soluble in ethanol, methanol, DMF or DMSO. DMSO @ 50mg/ml. Poor water solubility.
Melting Point
N/A
Preparation
N/A
Storage Temp
-20°C
THERAPEUTIC AREA
Oncological Disorders
USE
Bafilomycin 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.
Merck Index
N/A
MDL NUMBER
MFCD06795130
CHEMACX
X1087211-6
INCHI
InChI=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
SMILES
C[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
Peptide sequence
Not Applicable
GHS Pictograms
9
RTECS
Not Applicable
UN #'S
Not Applicable
PACKING GROUP
Not Applicable
HAZARD CLASS
Not Applicable
Handling
Warning; Toxic. May be Carcinogenic. Ensure adequate ventilation, especially in confined areas. Use personal protective equipment as required. Use with local exhaust ventilation. Do not breathe dust/fume/gas/mist/vapors/spray.
Key Words
Bafilomycin A1 , Mitochondrial uncoupling, neuronal cells, V-ATPase
msds 1
/media/upload/pdf/B-1183, BAFILOMYCIN A1, SDS, diamond format.pdf
Certificate of Analysis 1
/media/upload/pdf/B-1183, G1205B.pdf
Certificate of Analysis 2
/media/upload/pdf/B-1183, G1205A.pdf
Certificate of Analysis 3
/media/upload/pdf/B-1183, G1205.pdf
Spec
GHS PICTOGRAMS
Handling Warning; Toxic. May be Carcinogenic. Ensure adequate ventilation, especially in confined areas. Use personal protective equipment as required. Use with local exhaust ventilation. Do not breathe dust/fume/gas/mist/vapors/spray.
UN #'S Not Applicable
Packing Group Not Applicable
Citations Brucella intracellular replication requires trafficking through the late endosomal/lysosomal compartment
Stimulation of Synaptic Vesicle Exocytosis by the Mental Disease Gene DISC1 is Mediated by N-Type Voltage-Gated Calcium Channels
Autophagy regulates lipolysis and cell survival through lipid droplet degradation in androgen-sensitive prostate cancer cells
Dectin-1 activation controls maturation of β-1,3-glucan-containing phagosomes
Regulation of Alpha-synuclein Accumulation by the Autophagy-lysosome Pathway in a Preclinical Model of Parkinson Disease
Autophagy Signaling in Prostate Cancer: Identification of a Novel Phosphatase
WLS-dependent secretion of WNT3A requires Ser209 acylation and vacuolar acidification
Tonic NMDA receptor-mediated current in prefrontal cortical pyramidal cells and fast-spiking interneurons
Membrane Serine Protease Protects Mycobacterium Avium Subsp. Paratuberculosis against Phagosomal Acid Stress
RECONNOITERING WNTLESS IN THE WNT SECRETION PATHWAY
IFN-β mediates suppression of IL-12p40 in human dendritic cells following infection with virulent Francisella tularensis
The HPV16 and MusPV1 papillomaviruses initially interact with distinct host components on the basement membrane
Energizing an invertebrate embryo: bafilomycin-dependent respiration and the metabolic cost of proton pumping by the V-ATPase
Selective clearance of aberrant tau proteins and rescue of neurotoxicity by transcription factor EB
Development of potent autophagy inhibitors that sensitize oncogenic BRAF V600E mutant melanoma tumor cells to vemurafenib
Computational model for autophagic vesicle dynamics in single cells
Cytosolic clearance of replication-deficient mutants reveals Francisella tularensis interactions with the autophagic pathway
Lysosomes shape Ins(1,4,5)P3-evoked Ca2+ signals by selectively sequestering Ca2+ released from the endoplasmic reticulum
Post-endocytic sorting of calcitonin receptor-like receptor and receptor activity-modifying protein 1
V-ATPase inhibition prevents recovery from anoxia in Artemia franciscana embryos: quiescence signaling through dissipation of proton gradients
PI3K-C2α knockdown decreases autophagy and maturation of endocytic vesicles
Rapid recycling of Ca2+ between IP3-sensitive stores and lysosomes
BNIP3 regulates AT101 [(-)-gossypol] induced death in malignant peripheral nerve sheath tumor cells
ATP6V0C knockdown in neuroblastoma cells alters autophagy-lysosome pathway function and metabolism of proteins that accumulate in neurodegenerative disease
The C-terminal sequence of RhoB directs protein degradation through an endo-lysosomal pathway
Fluorescence methods for analysis of interactions between Ca(2+) signaling, lysosomes, and endoplasmic reticulum
PI3K-C2α: Insights into Autophagy and Endocytosis
Tamoxifen Induces Cytotoxic Autophagy in Glioblastoma
Functions of autophagy in lipid homeostasis and survival in androgen-dependent prostate cancer cells
The pan erbB inhibitor PD168393 enhances lysosomal dysfunction-induced apoptotic death in malignant peripheral nerve sheath tumor cells
Dectin-1 Controls TLR9 Trafficking to Phagosomes Containing β-1,3 Glucan
Mechanisms of AT101 [(-)-gossypol] induced cytotoxicity in malignant peripheral nerve sheath tumors
Concurrent Autophagy Inhibition Overcomes the Resistance of Epidermal Growth Factor Receptor Tyrosine Kinase Inhibitors in Human Bladder Cancer Cells
RACK1 depletion in the ribosome induces selective translation for non-canonical autophagy
The AMPK stress response pathway mediates anoikis resistance through inhibition of mTOR and suppression of protein synthesis
The Francisella O-antigen mediates survival in the macrophage cytosol via autophagy avoidance
The tetraspanin CD82 is specifically recruited to fungal and bacterial phagosomes prior to acidification
V-ATPase expression during development of Artemia franciscana embryos: potential role for proton gradients in anoxia signaling
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