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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Cited by 7 Publications

3 Customer Reviews

  • 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.

  • RT-qPCR analysis of eNOS mRNA and representative Western blot images of eNOS expression, respectively, in irradiated BAECs pretreated of geldanamycin (GA; 500 nM). At 12 h after 10 Gy irradiation, BAECs were harvested. The results suggest that both HSP90 is involved in the upregulation of eNOS in irradiated BAECs.

    Radiat Res, 2018, 189(5):519-528. Geldanamycin purchased from Selleck.

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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 M1P1WHBzd2yrZnXyZZRqd25iYYPzZZk> M4HYXWNwdXCxdX7kJJdieyCndnHseYF1\WRiZn;yJIFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5ib4\hdolidiClYYLjbY5wdWFiY3XscEBtcW6nIFGyO|gxNCCLQ{WwQVMvPCEQvF2= NWPzUZpPOTF3MUSxOFU>
SW620 cell NEKwVWVIem:5dHigbY5pcWKrdHnvckBie3OjeR?= NILwWplKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiClb3zvdoVkfGGuIHPhdoNqdm:vYTDTW|YzOCClZXzsJIxqdmW|LDDJR|UxRTZwMjDuUS=> MYCxOVY2QDh5OR?=
MCF-7 cell Mn7XS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NUe0NHR1UW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgbJVu[W5iYoLlZZN1KGOjbnPldkBOS0ZvNzDj[YxtKGyrbnXzMEBKSzVyPU[uOUBvVQ>? MmD2NVU3PTh6N{m=
SKBR3 cells MYDQdo9tcW[ncnH0bY9vKGG|c3H5 NHLFU3I4OiCq NI\ES5BCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIV{fHKxZ3XuJJJm[2WydH;yJIRm\mmlaXXueEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNuIFnDOVA:QC53IH7N M1XT[|I{PjR6MUiw
MCF7 cells NHr2[o9Rem:uaX\ldoF1cW:wIHHzd4F6 NHXPZWs4OiCq NVPOOmZuSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIV5eHKnc4Ppcoch\XO2cn;n[Y4hemWlZYD0c5Ih[W[2ZYKgO|IhcHK|LDDJR|UxRTlwODDuUS=> NUjER3AxOjN4NEixPFA>
MDA-kb2 cells NVu3cJZ2TnWwY4Tpc44h[XO|YYm= NV;rUFB1OThiaB?= NICx[XFKdmirYnn0bY9vKG:oIFjTVFkxKGmwIHj1cYFvKE2GQT3rZlIh[2WubIOgZZN{\XO|ZXSgZZMhemWmdXP0bY9vKGmwIHfseYNw[2:{dHnjc4llKHKnY3XweI9zNWSncHXu[IVvfCCudXPp[oVz[XOnIHX4dJJme3Orb36gZYZ1\XJiMUigbJJ{KGK7IH\pdoVndHlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5MEBKSzVyPUGwJI5O MWqyOFk5PDl|Nh?=
human SK-BR-3 cells NVriTmdpWHKxbHnm[ZJifGmxbjDhd5NigQ>? NV\F[GN5SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDTT{1DWi1|IHPlcIx{NCCLQ{WwQVE2Njhibl2= NIn6O5QyQTh7Nki0PC=>
HUVEC cells M4XQdmN6fG:2b4jpZ:Kh[XO|YYm= NFnQN3M4OiCq M{[zSmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KEiXVlXDJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:OTlibl2= M{m0SVI2Ojd5ME[3
human HCT116 cells MULHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NXzFRY82T3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hUEOWMUG2JINmdGy|LDDHTVUxRTJzIH7N M4n5dVE5OjR|N{Cz
K562 cell NXPVRYRkT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= MX\Jcohq[mm2b4L5JINwdmOnboTyZZRqd25iYXfhbY5{fCCqdX3hckBt\XWtZX3pZUBMPTZ{IHPlcIwhdGmwZYOsJGlEPTB;MkKuNUBvVQ>? M3rKfVE2PjV6OEe5
HT-29 cell MXnHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NVrBNnRoUW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgbJVu[W5iY3;sc5Jm[3SjbDDjZZJkcW6xbXGgTHQuOjliY3XscEBtcW6nczygTWM2OD1{ND61JI5O M1;INlE2PjV6OEe5
HCT116 cells NVrFdJRVWHKxbHnm[ZJifGmxbjDhd5NigQ>? M2\5T2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iSFPUNVE3KGOnbHzzJIJ6KGy3bXnu[ZNk\W6lZTDhd5NigSxiRVO1NF0xNjB|IN88US=> NXTQUYM5OjF4MEW5O|U>
NCI-H1975 cells MlrRVJJwdGmoZYLheIlwdiCjc4PhfS=> MlXhRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCQQ1mtTFE6PzViY3XscJMtKEmFNUC9N|Yhdk1? MlvzNlE4OTVzNkW=
human DLD1 cells NXzRWnMyT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= MUfHdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDEUGQyKGOnbHzzMEBIUTVyPUO3JI5O MYOxPFI1OzdyMx?=
human A431 cells NYS1V3F{S3m2b4TvfIlkyqCjc4PhfS=> M4DUVVczKGh? MVzDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBOFMyKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NECgcm0> MXGyOVI4PzB4Nx?=
human HepG2 cells MVHDfZRwfG:6aXRCpIF{e2G7 M3G1fFczKGh? M1LnWGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? M4[4T|I2Ojd5ME[3
human BGC823 cells NWLOUlJpS3m2b4TvfIlkyqCjc4PhfS=> NGjCNFM4OiCq MW\DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDCS2M5OjNiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20NEBvVQ>? MYqyOVI4PzB4Nx?=
human SKBR3 cells NYTyTIZ1S3m2b4TvfIlkyqCjc4PhfS=> NVjnPIlUPzJiaB?= M{fvUmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHNMSlJ|IHPlcIx{KGGodHXyJFczKGi{czDifUBk\WyudHn0[ZIu\2yxIHHzd4F6NCCLQ{WwQVQyKG6P MV6xPVQxPTV{OB?=
human MDA-MB-231 cells NIPvWpdEgXSxdH;4bYPDqGG|c3H5 Mke0O|IhcA>? M3vpNWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1FSS2PQj2yN|Eh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IF3UWEBie3OjeTygTWM2OD13MDDuUS=> NGDPcXkzPTJ5N{C2Oy=>
human A549 cells NHfJd3FIem:5dHigbY5pcWKrdHnvckBie3OjeR?= MkLIS5Jwf3SqIHnubIljcXSrb36gc4YhcHWvYX6gRVU1QSClZXzsd{whT0l3ME22OEBvVQ>? MXmxPFI1OzdyMx?=
Sf9 cells MnT1SpVv[3Srb36gZZN{[Xl? MUjEbZNxdGGlZX3lcpQhd2ZiR12tRm9FUVC\IH\yc40hcHWvYX6g[pVtdCCuZX7neIghUFOSOUCgZYxxcGFiZYjwdoV{e2WmIHnuJIJi[3Wub4\pdpV{NWmwZnXjeIVlKFOoOTDj[YxteyCjZoTldkAyPiCqcoOgZpkh\my3b4Lld4NmdmOnIIDvcIFzcXqjdHnvckBie3OjeTygTWM2OD15NDDuUS=> MX:yOFc2OTR2MR?=
human U87MG cells MnGwVJJwdGmoZYLheIlwdiCjc4PhfS=> Ml7RRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCXOEfNS{Bk\WyuczygTWM2OD16OTDuUS=> NFjjS3MzOTdzNUG2OS=>
human A549 cells MXvDfZRwfG:6aXRCpIF{e2G7 NWHKWoRyPzJiaB?= MoLrR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRVU1QSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUm3JI5O MoTDNlUzPzdyNke=
mouse P19 cells MXPDfZRwfG:6aXRCpIF{e2G7 MVWxPEBp NIXpW|hEgXSxdH;4bYNqfHliYXfhbY5{fCCvb4Xz[UBROTliY3XscJMh[W[2ZYKgNVghcHK|LDDJR|UxRTBwMTFOwG0> MnnZNVc1PDJ3NkW=
human HL7702 cells MkX1R5l1d3SxeHnjxsBie3OjeR?= NFe3SYk4OiCq NY\kbYNqS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUEx5N{CyJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:OC5zNEGg{txO MnroNlUzPzdyNke=
human A549 cells M4rJWWN6fG:2b4jpZ:Kh[XO|YYm= MkDNNkBl[Xm| NF7rcHBEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPTR7IHPlcIx{KGGodHXyJFIh\GG7czDifUBCdGGvYYLCcJVmKGG|c3H5MEBKSzVyPUCuNVUh|ryP NV3UUWRLOjN7NEe3PVQ>
human A431 cells NXXidXo3WHKxbHnm[ZJifGmxbjDhd5NigQ>? M1[5XlczKGh? MWjBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKEF2M{GgZ4VtdHNiYX\0[ZIhPzJiaILzMEBKSzVyPUCuNkDPxE1? NVj4UGZkOjB4NUWyN|c>
human HepG2 cells MYjDfZRwfG:6aXRCpIF{e2G7 M36yXmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGK7IF3UWEBie3OjeTygTWM2OD1yLkOg{txO MYeyN|Y2PjV3Nh?=
human SW480 cells NVjjbHVOS3m2b4TvfIlkyqCjc4PhfS=> MYK3NkBp NW[4PXNvS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hW1d2OECgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0xNjNzIN88US=> MYeyOVI4PzB4Nx?=
human LNCAP cells NU\pV2NzS3m2b4TvfIlkyqCjc4PhfS=> NGPzbHY4OiCq M{XFemN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxPS0GSIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE41OyEQvF2= NV;zNWVFOjVzMEW5NlQ>
human LS174T cells MoTZR5l1d3SxeHnjxsBie3OjeR?= MVrDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDMV|E4PFRiY3XscJMh[nliTWTTJIF{e2G7LDDJR|UxRTBwNEWg{txO NUm0TotXOTdyM{SxN|U>
human HeLa cells M{LrN2N6fG:2b4jpZ:Kh[XO|YYm= NUT4fIQ2PzJiaB?= NWXEWlVuS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWOYTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvPzl6IN88US=> MoHiNlUzPzdyNke=
rat L6 cells MmDPR5l1d3SxeHnjxsBie3OjeR?= NFW0TIQ4OiCq MmDBR5l1d3SxeHnjbZR6KGGpYXnud5QhemG2IFy2JINmdGy|IHHmeIVzKDd{IHjyd{BjgSCDbHHtZZIhSmy3ZTDhd5NigSxiSVO1NF02KM7:TR?= NEfPU4MzPDV6MEWzNS=>
human MCF7 cells NIP6c|FEgXSxdH;4bYPDqGG|c3H5 NUjH[JhLS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUOINzDj[YxteyCkeTDTVmIh[XO|YYmsJGlEPTB;OT62JO69VQ>? NV;KVYY3OTl3NkCzOVM>
human MCF7 cells M3zmeWdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 M{LiUGdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJG1ETjdiY3XscJMh[W[2ZYKg[IF6eyCkeTDTVmIh[XO|YYmsJGdKPTB;M{WuOkDPxE1? M37yN|E4QDZ7MEm4
HEK293T cells Mo\uSpVv[3Srb36gZZN{[Xl? NHyydnhKdmirYnn0bY9vKG:oIGTOSk1idHCqYT3pcoR2[2WmIF7GMYtieHCjQjDhZ5RqfmG2aX;uJIV5eHKnc4Pl[EBqdiCKRVuyPVNVKGOnbHzzJIJ6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= NYXqNYxSOTh2MEi3NVM>
human Jurkat cells NGTIVI1HfW6ldHnvckBie3OjeR?= NGHQephKdmirYnn0bY9vKG:oIGTOSk1idHCqYT3pcoR2[2WmIF7GMYtieHCjQjDhZ5RqfmG2aX;uJIV5eHKnc4Pl[EBqdiCIQVTEJIRm\mmlaXXueEBpfW2jbjDKeZJs[XRiY3XscJMh[nlibIXjbYZmemG|ZTDy[ZBwenSncjDn[Y5mKGG|c3H5 NGDKU2EyQDRyOEexNy=>
human SKBR3 cells MVXGeY5kfGmxbjDhd5NigQ>? MoLLNlQhcA>? NGm3cGNKdmirYnn0bY9vKG:oIFjzdFkxNW2nZHnheIVlKEiHUkKg[IVoemGmYYTpc44hcW5iaIXtZY4hW0uEUkOgZ4VtdHNiYX\0[ZIhOjRiaILzJIJ6KFenc4Tldo4h[myxdB?= NH\WRo8yQDhzNkGxNS=>

... 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
in solvent
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.

Handling Instructions

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID