Geldanamycin

Catalog No.S2713 Synonyms: NSC 122750

Geldanamycin Chemical Structure

Molecular Weight(MW): 560.64

Geldanamycin is a natural existing HSP90 inhibitor with Kd of 1.2 μM, specifically disrupts glucocorticoid receptor (GR)/HSP association.

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  • Phenotypic effect of Genetic or Pharmacologic Compromise of the 477 Hsp70-StiA-Hsp90 Complex. The impact of each genetic modification on radial growth, conidiation, and response to various stress conditions was assessed after inoculation of a suspension of 104 conidia on glucose minimal medium (GMM) agar plates and incubation at 37ºC for 5 days.

    Antimicrob Agents Chemother, 2015, 10.1128/AAC.00946-15. Geldanamycin purchased from Selleck.

    C2C12 myoblasts were transfected with HA-tagged A17-PABPN1 constructs. Twenty-four hours post-transfection, cells were treated with CHX (10 μg/ml) alone or together with geldanamycin (2.5 μM) for the indicated times at 37°C. Lysates were blotted to show the expression of the proteins of interest. Band density was quantified and is shown in the line graph (right panels). Data are shown as the mean ± SEM (n = 5); **, P < 0.01.

    PLoS One, 2015, 10(9):e0138936.. Geldanamycin purchased from Selleck.

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Choose Selective HSP (e.g. HSP90) Inhibitors

Biological Activity

Description Geldanamycin is a natural existing HSP90 inhibitor with Kd of 1.2 μM, specifically disrupts glucocorticoid receptor (GR)/HSP association.
Targets
p185 [4]
(SKBr3 cells)
HSP90 (N-terminal domain) [1]
(Cell-free assay)
HSP90 [1]
(Cell-free assay)
70 nM 0.78 μM(Kd) 1.2 μM(Kd)
In vitro

Geldanamycin binds in the ATP-binding site in the N-terminus domain of Hsp90s (residues 1-220). Geldanamycin inhibits the ATPase activity of Hsp90 in a dose-dependent manner. [1] Geldanamycin causes a dose-dependent G2 arrest and reversible inhibiton o f entry into the S phase in A2780 human ovarian cell line. This inhibition is accompanied by p53 increase and finally demonstrated to be p53 dependent. [2] Geldanamycin causes polyubiquitination and proteasomal degradation of the p185 receptor protein-tyrosin kinase and shows a IC50 with 70 nM. [3, 4] Geldanamycin is a typical anti-tumor reagent, shows a mean GI50 with 0.18 μM against the panel of 60 human tumor cell lines. [5]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
A2780 cells NIXKWpRRem:uaX\ldoF1cW:wIHHzd4F6 MnvNR49ueG:3bnSge4F{KGW4YXz1ZZRm\CCob4KgZY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCxdnHybYFvKGOjcnPpco9u[SClZXzsJIxqdmViQUK3PFAtKEmFNUC9N{41KM7:TR?= M1L2clEyPTF2MUS1
SW620 cell M4rafGdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 M{PZdmlvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IHj1cYFvKGOxbH;y[YN1[WxiY3HyZ4lvd22jIGPXOlIxKGOnbHygcIlv\XNuIFnDOVA:Pi5{IH7N NVT1OW9ZOTV4NUi4O|k>
MCF-7 cell NE\KfnVIem:5dHigbY5pcWKrdHnvckBie3OjeR?= MWTJcohq[mm2b4L5JINwdmOnboTyZZRqd25iYXfhbY5{fCCqdX3hckBjemWjc4SgZ4Fv[2W{IF3DSk04KGOnbHygcIlv\XNuIFnDOVA:Pi53IH7N MoPzNVU3PTh6N{m=
SKBR3 cells M1jZVnBzd2yrZnXyZZRqd25iYYPzZZk> MorZO|IhcA>? NF\uUIVCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIV{fHKxZ3XuJJJm[2WydH;yJIRm\mmlaXXueEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNuIFnDOVA:QC53IH7N NYnUdYVrOjN4NEixPFA>
MCF7 cells NFjldVZRem:uaX\ldoF1cW:wIHHzd4F6 NInmflE4OiCq M1;admFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTVPGO{Bk\WyuczDlfJBz\XO|aX7nJIV{fHKxZ3XuJJJm[2WydH;yJIFnfGW{IEeyJIhzeyxiSVO1NF06Njhibl2= MnziNlM3PDhzOEC=
MDA-kb2 cells M1zzeWZ2dmO2aX;uJIF{e2G7 NF\acZQyQCCq NF3P[HZKdmirYnn0bY9vKG:oIFjTVFkxKGmwIHj1cYFvKE2GQT3rZlIh[2WubIOgZZN{\XO|ZXSgZZMhemWmdXP0bY9vKGmwIHfseYNw[2:{dHnjc4llKHKnY3XweI9zNWSncHXu[IVvfCCudXPp[oVz[XOnIHX4dJJme3Orb36gZYZ1\XJiMUigbJJ{KGK7IH\pdoVndHlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5MEBKSzVyPUGwJI5O NEHIXWYzPDl6NEmzOi=>
human SK-BR-3 cells NW\jV3ZsWHKxbHnm[ZJifGmxbjDhd5NigQ>? M4HHSGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iU1utRnIuOyClZXzsd{whUUN3ME2xOU45KG6P MmiyNVk5QTZ6NEi=
HUVEC cells MkLvR5l1d3SxeHnjxsBie3OjeR?= M2\iUlczKGh? Ml\2R5l1d3SxeHnjbZR6KGGpYXnud5QhUFWYRVOgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yQSCwTR?= MnHZNlUzPzdyNke=
human HCT116 cells MWTHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NF7POHJIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBJS1RzMU[gZ4VtdHNuIFfJOVA:OjFibl2= NEPCUGEyQDJ2M{ewNy=>
K562 cell M2Pjcmdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NVHMbXh2UW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgbJVu[W5ibHX1b4VucWFiS{W2NkBk\WyuIHzpcoV{NCCLQ{WwQVIzNjFibl2= MojTNVU3PTh6N{m=
HT-29 cell Ml;zS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NH\jO4lKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiClb3zvdoVkfGGuIHPhdoNqdm:vYTDIWE0zQSClZXzsJIxqdmW|LDDJR|UxRTJ2LkWgcm0> NEnrS4UyPTZ3OEi3PS=>
HCT116 cells M4HXSXBzd2yrZnXyZZRqd25iYYPzZZk> NUXMNG5VSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[nlibIXtbY5me2OnbnPlJIF{e2G7LDDFR|UxRTBwMEOg{txO M1zGTFIyPjB3OUe1
NCI-H1975 cells M3vyRXBzd2yrZnXyZZRqd25iYYPzZZk> M1;vcGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTlPJMWgyQTd3IHPlcIx{NCCLQ{WwQVM3KG6P NGLhb4EzOTdzNUG2OS=>
human DLD1 cells Mof6S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NYTRRVBIT3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hTEyGMTDj[YxteyxiR1m1NF0{PyCwTR?= NUHBZWVCOTh{NEO3NFM>
human A431 cells M4HPUGN6fG:2b4jpZ:Kh[XO|YYm= M{Xl[VczKGh? NUfWT49GS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTR|MTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVQxKG6P M3nyS|I2Ojd5ME[3
human HepG2 cells NI\PZ4VEgXSxdH;4bYPDqGG|c3H5 NFqxcmM4OiCq Ml7pR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTIVxTzJiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20NEBvVQ>? MmfINlUzPzdyNke=
human BGC823 cells MW\DfZRwfG:6aXRCpIF{e2G7 NVjPdFB1PzJiaB?= MoXjR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRmdEQDJ|IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? M{fzfFI2Ojd5ME[3
human SKBR3 cells M2W3dWN6fG:2b4jpZ:Kh[XO|YYm= MXO3NkBp MYPDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNiYomgZ4VtdHSrdHXyMYdtdyCjc4PhfUwhUUN3ME20NUBvVQ>? MYWxPVQxPTV{OB?=
human MDA-MB-231 cells NEOw[IFEgXSxdH;4bYPDqGG|c3H5 NH2yW3U4OiCq MVXDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:PTBibl2= NIHuW44zPTJ5N{C2Oy=>
human A549 cells NIjF[oVIem:5dHigbY5pcWKrdHnvckBie3OjeR?= M1zqc2dzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJGE2PDliY3XscJMtKEeLNUC9OlQhdk1? NVvTXmI2OTh{NEO3NFM>
Sf9 cells MoC1SpVv[3Srb36gZZN{[Xl? MVHEbZNxdGGlZX3lcpQhd2ZiR12tRm9FUVC\IH\yc40hcHWvYX6g[pVtdCCuZX7neIghUFOSOUCgZYxxcGFiZYjwdoV{e2WmIHnuJIJi[3Wub4\pdpV{NWmwZnXjeIVlKFOoOTDj[YxteyCjZoTldkAyPiCqcoOgZpkh\my3b4Lld4NmdmOnIIDvcIFzcXqjdHnvckBie3OjeTygTWM2OD15NDDuUS=> MWOyOFc2OTR2MR?=
human U87MG cells NHLpVHpRem:uaX\ldoF1cW:wIHHzd4F6 MYTBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKFV6N13HJINmdGy|LDDJR|UxRTh7IH7N Mn3MNlE4OTVzNkW=
human A549 cells MmiwR5l1d3SxeHnjxsBie3OjeR?= MkfKO|IhcA>? NHv5T|REgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPTR7IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9PVchdk1? MWeyOVI4PzB4Nx?=
mouse P19 cells MlrLR5l1d3SxeHnjxsBie3OjeR?= NGqwcYIyQCCq MnXSR5l1d3SxeHnjbZR6KGGpYXnud5QhdW:3c3WgVFE6KGOnbHzzJIFnfGW{IEG4JIhzeyxiSVO1NF0xNjFizszN MmjyNVc1PDJ3NkW=
human HL7702 cells MYjDfZRwfG:6aXRCpIF{e2G7 NH;TTmU4OiCq MWXDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIUFc4ODJiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlE1OSEQvF2= NFrM[o8zPTJ5N{C2Oy=>
human A549 cells NES3eGREgXSxdH;4bYPDqGG|c3H5 NHi0NIYzKGSjeYO= NFn2SZZEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPTR7IHPlcIx{KGGodHXyJFIh\GG7czDifUBCdGGvYYLCcJVmKGG|c3H5MEBKSzVyPUCuNVUh|ryP NGfHN5ozOzl2N{e5OC=>
human A431 cells NVm5[llpWHKxbHnm[ZJifGmxbjDhd5NigQ>? M1rLOlczKGh? NGDBRpZCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFG0N|Eh[2WubIOgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVAvOiEQvF2= NXPhOZFZOjB4NUWyN|c>
human HepG2 cells NFiyepFEgXSxdH;4bYPDqGG|c3H5 NEHxV5FEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJ\XCJMjDj[YxteyCkeTDNWHQh[XO|YYmsJGlEPTB;MD6zJO69VQ>? NF[5UoszOzZ3NkW1Oi=>
human SW480 cells MnTnR5l1d3SxeHnjxsBie3OjeR?= M1XpZVczKGh? MVLDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDTW|Q5OCClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUCuN|Eh|ryP M4DRRVI2Ojd5ME[3
human LNCAP cells MXTDfZRwfG:6aXRCpIF{e2G7 MlHGO|IhcA>? M2LzemN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxPS0GSIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE41OyEQvF2= M37YU|I2OTB3OUK0
human LS174T cells NVPjZpFzS3m2b4TvfIlkyqCjc4PhfS=> NISy[5VEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNWzF5NGSgZ4VtdHNiYomgUXRUKGG|c3H5MEBKSzVyPUCuOFUh|ryP NH\KWWMyPzB|NEGzOS=>
human HeLa cells NFfRZ4VEgXSxdH;4bYPDqGG|c3H5 MYK3NkBp NYHmTFE6S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWOYTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvPzl6IN88US=> NYLPZoo1OjV{N{ewOlc>
rat L6 cells NFPZZmREgXSxdH;4bYPDqGG|c3H5 M3eybFczKGh? NY\iUWh5S3m2b4TvfIlkcXS7IHHnZYlve3RicnH0JGw3KGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDBcIFu[XJiQnz1[UBie3OjeTygTWM2OD13IN88US=> M1TZclI1PThyNUOx
human MCF7 cells M4rWdmN6fG:2b4jpZ:Kh[XO|YYm= M{fRUmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdiY3XscJMh[nliU2LCJIF{e2G7LDDJR|UxRTlwNjFOwG0> NILvWFYyQTV4MEO1Ny=>
human MCF7 cells MVzHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NFrt[VlIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBOS0Z5IHPlcIx{KGGodHXyJIRigXNiYomgV3JDKGG|c3H5MEBIUTVyPUO1MlYh|ryP MmnLNVc5PjlyOUi=
HEK293T cells MXLGeY5kfGmxbjDhd5NigQ>? NUe2So9tUW6qaXLpeIlwdiCxZjDUUmYu[WyyaHGtbY5lfWOnZDDOSk1s[XCyYVKgZYN1cX[jdHnvckBmgHC{ZYPz[YQhcW5iSFXLNlk{XCClZXzsd{BjgSCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYm= M4LRbVE5PDB6N{Gz
human Jurkat cells M1HSRWZ2dmO2aX;uJIF{e2G7 M4TsdGlvcGmkaYTpc44hd2ZiVF7GMYFteGijLXnu[JVk\WRiTl[tb4FxeGGEIHHjeIl3[XSrb36g[ZhxemW|c3XkJIlvKE[DRFSg[IVncWOrZX70JIh2dWGwIFr1dotifCClZXzsd{BjgSCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYm= MUixPFQxQDdzMx?=
human SKBR3 cells M4LOUWZ2dmO2aX;uJIF{e2G7 MkmyNlQhcA>? M{TQO2lvcGmkaYTpc44hd2ZiSIPwPVAudWWmaXH0[YQhUEWUMjDk[Ydz[WSjdHnvckBqdiCqdX3hckBUU0KUMzDj[YxteyCjZoTldkAzPCCqcoOgZpkhX2W|dHXyckBjdG:2 Ml\mNVg5OTZzMUG=

... Click to View More Cell Line Experimental Data

In vivo Geldanamycin (50 mg//kg) shows 30% inhibition on pl85-associated phosphotyrosine levels in FRE/erbB-2 mice. [6]

Protocol

Kinase Assay:

[1]

+ Expand

Isothermal Titration Calorimetry (ITC) of Nucelotide Binding:

The titration experiments are performed using the MSC system. In each experiment, 16 aliquots of 15 μL of geldanamycin (300 μM in 1% DMSO) are injected into 1.3 mL of protein (31 μM in 20 mMTris-HCl, pH 7.5, 1 mMEDTA) at 25 °C, and the resulting data are fit after subtracting the heats of dilution. Heats of dilution are determined in separate experiments from addition of geldanamycin into buffer and buffer into protein. No evidence for binding of DMSO in the nucleotide binding site is observed. Titration data are fit using a nonlinear least-squares curve-fitting algorithm with three floating variables: stoichiometry, binding constant (Kb) 1/Kd), and change of enthalpy of interaction (ΔH°). Dissociation constants estimated for geldanamycin binding to intact yeast Hsp90 is 1.22 μM, and for binding to Hsp90 N-terminal domain is 0.78 μM. No meaningful heat is observed with binding to the C-terminal fragment.
Cell Research:

[2]

+ Expand
  • Cell lines: A2780 human ovarian cell line
  • Concentrations: 0.001-10 μM
  • Incubation Time: 3 hours
  • Method:

    Exponentially growing cells are treated with Geldanamycin and at various times DNA synthesis is assessed by incorporation of bromodeoxyuridine (BrdUrd) and flow cytometric analysis. No marked difference in total cell number is noted during this time course for treated and untreated cultures. BrdUrd (10 μM) is incorporated over a 4-h incubation period at 37 °C and cells are harvested and fixed in 70% ethanol. After denaturation of the DNA with 2 N HC1, cells are incubated with an anti-BrdUrd mouse monoclonal antibody followed by a fluorescein isothiocyanate (FITC)-linked goat anti-mouse IgG. Cells are stained for 30 minutes at room temperature with propidium iodide and analysed by flow cytometry using a Coulter EPICS Profile Analyzer.


    (Only for Reference)
Animal Research:

[6]

+ Expand
  • Animal Models: FRE/erbB-2 tumors in nu/nu mice
  • Formulation: Geldanamycin is dissolved in DMSO.
  • Dosages: 50 mg/kg
  • Administration: Administered via i.p.
    (Only for Reference)

Solubility (25°C)

In vitro DMSO 36 mg/mL warmed (64.21 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 560.64
Formula

C29H40N2O9

CAS No. 30562-34-6
Storage powder
Synonyms NSC 122750

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Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID