Largazole (Synonyms: (+)-Largazole)

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Largazole ((+)-Largazole) is a potent and selective histone deacetylase (HDAC) inhibitor with antiproliferative activity. Largazole is able to modulate gene expression and affect cell growth and differentiation. Largazole has also shown potential application value in anti-tumor suppression.

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Largazole Chemical Structure

CAS No. : 1009815-87-5

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Description

Cellular Effect

Cell Line	Type	Value	Description	References
16HBE14o-	IC₅₀	> 10 μM Compound: 1	Cytotoxicity against human 16HBE cells after 48 hrs by CCK-8 assay Cytotoxicity against human 16HBE cells after 48 hrs by CCK-8 assay	[PMID: 24900585]
A549	GI₅₀	1.46 μM Compound: 158a	Antiproliferative activity against human A549 cells Antiproliferative activity against human A549 cells	[PMID: 31926469]
A549	IC₅₀	0.077 μM Compound: 1	Cytotoxicity against human A549 cells after 48 hrs by CCK-8 assay Cytotoxicity against human A549 cells after 48 hrs by CCK-8 assay	[PMID: 24900585]
A549	IC₅₀	0.46 μM Compound: Largazole	Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by MTT assay Antiproliferative activity against human A549 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 31505452]
DU-145	GI₅₀	11 nM Compound: 7	Antiproliferative activity against human DU145 cells after 72 hrs by CCK8 assay Antiproliferative activity against human DU145 cells after 72 hrs by CCK8 assay	[PMID: 26331334]
HCT-116	GI₅₀	0.065 μM Compound: 5	Growth inhibition of human HCT-116 cells incubated for 96 hrs by MTS assay Growth inhibition of human HCT-116 cells incubated for 96 hrs by MTS assay	[PMID: 27809521]
HCT-116	GI₅₀	10 nM Compound: 1	Growth inhibition of human HCT116 cells after 96 hrs by MTS assay Growth inhibition of human HCT116 cells after 96 hrs by MTS assay	[PMID: 21936551]
HCT-116	IC₅₀	0.044 μM Compound: Largazole	Antiproliferative activity against human HCT116 cells assessed as reduction in cell viability after 72 hrs by MTT assay Antiproliferative activity against human HCT116 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 31505452]
HCT-116	IC₅₀	0.39 μM Compound: 158a	Antiproliferative activity against human HCT-116 cells assessed as reduction in cell viability Antiproliferative activity against human HCT-116 cells assessed as reduction in cell viability	[PMID: 31926469]
HCT-116	IC₅₀	18 nM Compound: 3	Cytotoxicity against human HIF1alpha and HIF2alpha deficit HCT116 cells assessed as reduction in cell viability measured after 48 hrs by ATPlite 1step luminescence assay Cytotoxicity against human HIF1alpha and HIF2alpha deficit HCT116 cells assessed as reduction in cell viability measured after 48 hrs by ATPlite 1step luminescence assay	[PMID: 27380142]
HCT-116	IC₅₀	20 nM Compound: 5	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability after 48 hrs by MTT assay Cytotoxicity against human HCT116 cells assessed as reduction in cell viability after 48 hrs by MTT assay	[PMID: 28416100]
HCT-116	IC₅₀	3.7 nM Compound: 3	Cytotoxicity against oncogenic KRAS knockout human HCT116 cells expressing wild type KRAS assessed as reduction in cell viability measured after 48 hrs by ATPlite 1step luminescence assay Cytotoxicity against oncogenic KRAS knockout human HCT116 cells expressing wild type KRAS assessed as reduction in cell viability measured after 48 hrs by ATPlite 1step luminescence assay	[PMID: 27380142]
HCT-116	IC₅₀	6.41 nM Compound: 3	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability measured after 48 hrs by ATPlite 1step luminescence assay Cytotoxicity against human HCT116 cells assessed as reduction in cell viability measured after 48 hrs by ATPlite 1step luminescence assay	[PMID: 27380142]
HEK293	GI₅₀	> 100 μM Compound: 158a	Antiproliferative activity against human HEK293 cells Antiproliferative activity against human HEK293 cells	[PMID: 31926469]
MDA-MB-231	IC₅₀	1.6 nM Compound: 5	Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 48 hrs by MTT assay Cytotoxicity against human MDA-MB-231 cells assessed as reduction in cell viability after 48 hrs by MTT assay	[PMID: 28416100]
MDA-MB-231	IC₅₀	4.75 μM Compound: Largazole	Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by MTT assay Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 31505452]
MOLT-4	GI₅₀	16.2 nM Compound: 7	Antiproliferative activity against human MOLT4 cells after 72 hrs by CCK8 assay Antiproliferative activity against human MOLT4 cells after 72 hrs by CCK8 assay	[PMID: 26331334]
NCI-H1975	IC₅₀	0.083 μM Compound: 1	Cytotoxicity against human NCI-H1975 cells after 48 hrs by CCK-8 assay Cytotoxicity against human NCI-H1975 cells after 48 hrs by CCK-8 assay	[PMID: 24900585]
NCI-H460	IC₅₀	0.12 μM Compound: 1	Cytotoxicity against human NCI-H460 cells after 48 hrs by CCK-8 assay Cytotoxicity against human NCI-H460 cells after 48 hrs by CCK-8 assay	[PMID: 24900585]
SK-OV-3	IC₅₀	0.25 μM Compound: Largazole	Antiproliferative activity against human SKOV3 cells assessed as reduction in cell viability after 72 hrs by MTT assay Antiproliferative activity against human SKOV3 cells assessed as reduction in cell viability after 72 hrs by MTT assay	[PMID: 31505452]
Sf9	IC₅₀	120 nM Compound: Largazole	Inhibition of full length C-terminal His-tagged human HDAC8 expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 240 mins by fluorescence based assay Inhibition of full length C-terminal His-tagged human HDAC8 expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 240 mins by fluorescence based assay	[PMID: 31505452]
Sf9	IC₅₀	1520 nM Compound: Largazole	Inhibition of recombinant full length human HDAC2 expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay Inhibition of recombinant full length human HDAC2 expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay	[PMID: 31505452]
Sf9	IC₅₀	2002 nM Compound: Largazole	Inhibition of human recombinant full length C-terminal His-tagged HDAC3 (1 to 428 residues)/N-terminal GST-tagged NCOR2 (395 to 489 residues) expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay Inhibition of human recombinant full length C-terminal His-tagged HDAC3 (1 to 428 residues)/N-terminal GST-tagged NCOR2 (395 to 489 residues) expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay	[PMID: 31505452]
Sf9	IC₅₀	228 nM Compound: Largazole	Inhibition of recombinant full length C-terminal FLAG/His-tagged human HDAC1 expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay Inhibition of recombinant full length C-terminal FLAG/His-tagged human HDAC1 expressed in baculovirus infected Sf9 cells using Ac-peptide-AMC as substrate preincubated for 15 mins followed by substrate addition and measured after 60 mins by fluorescence based assay	[PMID: 31505452]
U-937	GI₅₀	16.8 nM Compound: 7	Antiproliferative activity against human U937 cells after 72 hrs by CCK8 assay Antiproliferative activity against human U937 cells after 72 hrs by CCK8 assay	[PMID: 26331334]
WI-38	GI₅₀	82.5 nM Compound: 7	Antiproliferative activity against human WI38 cells after 72 hrs by CCK8 assay Antiproliferative activity against human WI38 cells after 72 hrs by CCK8 assay	[PMID: 26331334]

Molecular Weight

622.86

Formula

C₂₉H₄₂N₄O₅S₃

CAS No.

1009815-87-5

SMILES

CCCCCCCC(SCC/C=C/[C@H](CC(NC1)=O)OC([C@H](C(C)C)NC([C@]2(C)CSC(C3=CSC1=N3)=N2)=O)=O)=O

Structure Classification

Others

Initial Source

Microorganisms

Floridian Marine Cyanobacterium Symploca sp.

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Synthesis and biological activity of largazole and derivatives

Largazole Related Classifications

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The dilution calculator equation

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

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Largazole1009815-87-5(+)-LargazoleEndogenous MetaboliteInhibitorinhibitorinhibit

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Largazole (Synonyms: (+)-Largazole)

Largazole Related Antibodies

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Largazole Related Classifications

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