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98813-13-9

98813-13-9 Structure

98813-13-9 Structure
IdentificationBack Directory
[Name]

bafilomycin D
[CAS]

98813-13-9
[Synonyms]

bafilomycin D
TubayMycin, 3D5
Bafilomycin D, from Streptomyces griseus
Oxacyclohexadeca-3,5,11,13-tetraen-2-one, 16-[(1S,2R,3S,5E,7S,8R)-2,8-dihydroxy-1,3,7,9-tetramethyl-4-oxo-5-decen-1-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-, (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-
[Molecular Formula]

C35H56O8
[MOL File]

98813-13-9.mol
[Molecular Weight]

604.81
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in ethanol;Soluble in methanol;Soluble in DMSO
[form ]

powder
[color ]

Off-white to light yellow
Hazard InformationBack Directory
[Uses]

Bafilomycin D is a member of a potent family of macrocyclic lactones. Bafilomycin D shares the same mode of action as bafilomycin A1 which has been the analogue of choice in cell biology studies of the role of ATPase. Bafilomycin D contains the ring-opened side chain and is a much more stable analogue of bafilomycin A1. Limited availability has restricted a more in depth investigation of this metabolite.
[Uses]

The bafilomycins are fungal plecomacrolide antibiotics with a 16-membered lactone ring. They inhibit the growth of Gram-positive bacteria and fungi. Bafilomycin D is a potent inhibitor of vacuolar H+ ATPases (V-ATPases) that inhibits the V-ATPase from the fungus N. crassa with an IC50 value of approximately 2 nM. It is about 1,000-fold less effective against the K+-dependent ATPase of E. coli.
[Biological Activity]

bafilomycin d is a potent inhibitor of vacuolar h+ atpases (v-atpases) with ic50 value of approximately 2 nm for the v-atpase from the fungus n. crassa [1].ion pumps use the energy provided by the hydrolysis of atp to energize ion-transport processes across cell membranes. atpases can be distinguished to p-type, f-type and v-type atpases. p-type atpases have a phosphorylated transitional stage, f-type atpases are primarily used in atp synthesis, and v-type atpases are genetically and functionally related to f-atpases but function only in atp breakdown [1].the bafilomycins are fungal plecomacrolide class macrolide antibiotics isolated from the culture medium of streptomyces sp. and are also high-affinity inhibitors of v-atpases and can be used to study specifically the function of this type of atpase. they inhibited the growth of gram-positive bacteria and fungi. bafilomycin c1 inhibited the enzymatic activity of the na+, k+-atpase with ki value of 11 μmol/l and showed anthelmintic activity against caenorhabditis elegans [1][2].
[storage]

Store at -20°C
[References]

[1]. drse s, altendorf k. bafilomycins and concanamycins as inhibitors of v-atpases and p-atpases. j exp biol. 1997 jan;200(pt 1):1-8.
[2]. bowman ej, siebers a, altendorf k. bafilomycins: a class of inhibitors of membrane atpases from microorganisms, animal cells, and plant cells. proc natl acad sci u s a. 1988 nov;85(21):7972-6.
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