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Bafilomycin D is a potent macrocyclic lactone and a member of the bafilomycin family, which are fungal plecomacrolide antibiotics with a 16-membered lactone ring. It shares the same mode of action as bafilomycin A1, but with a more stable ring-opened side chain, making it a preferred analogue for cell biology studies of ATPase. However, its limited availability has restricted more in-depth investigation.

98813-13-9

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  • (3Z,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(2S,3R,4S,6E,8S,9R)-3,9-dihydroxy-4,8,10-trimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

    Cas No: 98813-13-9

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98813-13-9 Usage

Uses

Used in Pharmaceutical Industry:
Bafilomycin D is used as an antibiotic agent for inhibiting the growth of Gram-positive bacteria and fungi. Its potent activity against these microorganisms makes it a valuable compound in the development of new antibiotics.
Used in Cell Biology Research:
Bafilomycin D is used as a research tool for studying the role of ATPase in cell biology. Its stable structure and similar mode of action to bafilomycin A1 make it an ideal analogue for investigating the function and regulation of ATPases in various cellular processes.
Used in Biochemistry:
Bafilomycin D is used as a potent inhibitor of vacuolar H+ ATPases (V-ATPases) in biochemical studies. With an IC50 value of approximately 2 nM against the V-ATPase from the fungus N. crassa, it provides a highly effective means of studying the function and regulation of V-ATPases in cellular processes.

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].

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.

Check Digit Verification of cas no

The CAS Registry Mumber 98813-13-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,8,8,1 and 3 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 98813-13:
(7*9)+(6*8)+(5*8)+(4*1)+(3*3)+(2*1)+(1*3)=169
169 % 10 = 9
So 98813-13-9 is a valid CAS Registry Number.
InChI:InChI=1/C35H56O8/c1-20(2)31(37)23(5)15-16-28(36)26(8)33(39)27(9)34-29(41-10)14-12-13-21(3)17-24(6)32(38)25(7)18-22(4)19-30(42-11)35(40)43-34/h12-16,18-20,23-27,29,31-34,37-39H,17H2,1-11H3/b14-12+,16-15+,21-13+,22-18+,30-19+/t23-,24-,25+,26+,27-,29-,31+,32-,33-,34+/m0/s1

98813-13-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name (3E,5E,7R,8S,9S,11E,13E,15S,16R)-16-[(E,2S,3R,4S,8S,9R)-3,9-dihydroxy-4,8,10-trimethyl-5-oxoundec-6-en-2-yl]-8-hydroxy-3,15-dimethoxy-5,7,9,11-tetramethyl-1-oxacyclohexadeca-3,5,11,13-tetraen-2-one

1.2 Other means of identification

Product number -
Other names Hygrolidin,21-de((3-carboxy-1-oxo-2-propenyl)oxy)-19,23-deepoxy-20,21-didehydro-2-demethyl-19-deoxy-23-hydroxy-2-methoxy-24-methyl-19-oxo

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:98813-13-9 SDS

98813-13-9Upstream product

98813-13-9Downstream Products

98813-13-9Relevant articles and documents

Retro-aldol cleavage of bafilomycin derivatives

Granberg, Kenneth L.,Edvinsson, Karin M.,Nilsson, Kristina

, p. 755 - 758 (1999)

The intermediates 3 and 4, useful in the preparation of new biologically active bafilomycin derivatives, were obtained via a thermal retro-aldol reaction in diphenyl ether. The starting materials 5 and 7 for the retro- aldol reaction were synthesized in a few steps from bafilomycin C1 (2) with or without a protective group at 7-OH.

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