Meayamycin
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Meayamycin Catalog number: BADC-00777

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a potent pre-mRNA splicing inhibitor. Meayamycin modulates or inhibits splicing by targeting SF3B1.

Category
ADCs Cytotoxin
Product Name
Meayamycin
Catalog Number
BADC-00777
Molecular Formula
C28H43NO7
Molecular Weight
505.65
Meayamycin

Ordering Information

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BADC-00777 -- $-- Inquiry

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Description
a potent pre-mRNA splicing inhibitor. Meayamycin modulates or inhibits splicing by targeting SF3B1.
Synonyms
Meayamycin; [(Z,2S)-4-[[(2R,3R,5S,6S)-6-[(2E,4E)-5-[(3R,4R,5R)-4-hydroxy-7,7-dimethyl-1,6-dioxaspiro[2.5]octan-5-yl]-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-oxan-3-yl]carbamoyl]but-3-en-2-yl] acetate
Canonical SMILES
CC1CC(C(OC1CC=C(C)C=CC2C(C3(CC(O2)(C)C)CO3)O)C)NC(=O)C=CC(C)OC(=O)C
InChI
InChI=1S/C28H43NO7/c1-17(9-12-24-26(32)28(16-33-28)15-27(6,7)36-24)8-11-23-18(2)14-22(20(4)35-23)29-25(31)13-10-19(3)34-21(5)30/h8-10,12-13,18-20,22-24,26,32H,11,14-16H2,1-7H3,(H,29,31)/b12-9+,13-10-,17-8+/t18-,19-,20+,22+,23-,24+,26+,28+/m0/s1
InChIKey
BPOWYIXTBHTHFH-YLAPSKGCSA-N
Shipping
Room temperature
Storage
-20°C
In Vitro
Meayamycin, is two orders of magnitude more potent as an antiproliferative agent against human breast cancer MCF-7 cells. Time-dependence studies implied that meayamycin may form a covalent bond with its target protein(s). Meayamycin inhibited pre-mRNA splicing in HEK-293 cells but not alternative splicing in a neuronal system. Meayamycin exhibited specificity toward human lung cancer cells compared with nontumorigenic human lung fibroblasts and retained picomolar growth-inhibitory activity against multidrug-resistant cells. These data suggest that meayamycin is a useful chemical probe to study pre-mRNA splicing in live cells and is a promising lead as an anticancer agent.
In Vivo
The inhibitions of human breast cancer MCF-7 cell proliferation by synthetic FR901464 and meayamycin were studied, and the GI50 values for these compounds were determined to be 1.1 nM and 10 pM, respectively. Thus, meayamycin is among the most potent anticancer small molecules that do not bind to either DNA or microtubule.
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The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

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Historical Records: Mal-PEG1-Val-Cit-PABC-OH | Fmoc-Val-Ala-PAB-PFP | Meayamycin
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