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 10 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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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 NH7iPW1Rem:uaX\ldoF1cW:wIHHzd4F6 NULVOZRLS2:vcH;1coQhf2G|IHX2ZYx2[XSnZDDmc5Ih[W62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDveoFzcWGwIHPhdoNqdm:vYTDj[YxtKGyrbnWgRVI4QDBuIFnDOVA:Oy52IN88US=> NGr5ZoMyOTVzNEG0OS=>
SW620 cell MX3Hdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? M4iwTGlvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IHj1cYFvKGOxbH;y[YN1[WxiY3HyZ4lvd22jIGPXOlIxKGOnbHygcIlv\XNuIFnDOVA:Pi5{IH7N M{\SbVE2PjV6OEe5
MCF-7 cell NI\HPY9Iem:5dHigbY5pcWKrdHnvckBie3OjeR?= NGn2dI9KdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiCkcnXhd5Qh[2GwY3XyJG1ETi15IHPlcIwhdGmwZYOsJGlEPTB;Nj61JI5O MkjhNVU3PTh6N{m=
SKBR3 cells NEXCT2xRem:uaX\ldoF1cW:wIHHzd4F6 NIDDRZU4OiCq M2DzXGFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4Sg[ZN1em:pZX6gdoVk\XC2b4Kg[IVncWOrZX70JIh2dWGwIGPLRnI{KGOnbHzzJIFnfGW{IEeyJIhzeyxiSVO1NF05NjVibl2= NUnER|lLOjN4NEixPFA>
MCF7 cells MmXXVJJwdGmoZYLheIlwdiCjc4PhfS=> Mk\6O|IhcA>? MnXIRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCPQ1[3JINmdGy|IHX4dJJme3Orbneg[ZN1em:pZX6gdoVk\XC2b4KgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVkvQCCwTR?= MV6yN|Y1QDF6MB?=
MDA-kb2 cells MojoSpVv[3Srb36gZZN{[Xl? NYLhRpJQOThiaB?= MYTJcohq[mm2aX;uJI9nKEiVUEmwJIlvKGi3bXHuJG1FSS2tYkKgZ4VtdHNiYYPz[ZN{\WRiYYOgdoVlfWO2aX;uJIlvKGeudXPvZ49zfGmlb3nkJJJm[2WydH;yMYRmeGWwZHXueEBtfWOrZnXyZZNmKGW6cILld5Nqd25iYX\0[ZIhOThiaILzJIJ6KG[rcnXmcJkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7LDDJR|UxRTFyIH7N NYTaOHdNOjR7OES5N|Y>
human SK-BR-3 cells NX7GPFR[WHKxbHnm[ZJifGmxbjDhd5NigQ>? M336Z2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iU1utRnIuOyClZXzsd{whUUN3ME2xOU45KG6P M2rBfFE6QDl4OES4
HUVEC cells M3TDTWN6fG:2b4jpZ:Kh[XO|YYm= MnqzO|IhcA>? NULRem1GS3m2b4TvfIlkcXS7IHHnZYlve3RiSGXWSWMh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IF3UWEBie3OjeTygTWM2OD1zOTDuUS=> MmrhNlUzPzdyNke=
human HCT116 cells NHu4[IJIem:5dHigbY5pcWKrdHnvckBie3OjeR?= M4qySWdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJGhEXDFzNjDj[YxteyxiR1m1NF0zOSCwTR?= MlrENVgzPDN5MEO=
K562 cell MmS3S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? MkXGTY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4hdGW3a3XtbYEhUzV4MjDj[YxtKGyrbnXzMEBKSzVyPUKyMlEhdk1? NH7BOlQyPTZ3OEi3PS=>
HT-29 cell MlzSS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NX2zOld5UW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgbJVu[W5iY3;sc5Jm[3SjbDDjZZJkcW6xbXGgTHQuOjliY3XscEBtcW6nczygTWM2OD1{ND61JI5O MVOxOVY2QDh5OR?=
HCT116 cells NVPmcVdzWHKxbHnm[ZJifGmxbjDhd5NigQ>? MnLJRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCKQ2SxNVYh[2WubIOgZpkhdHWvaX7ld4NmdmOnIHHzd4F6NCCHQ{WwQVAvODNizszN MnvoNlE3ODV7N{W=
NCI-H1975 cells MkXyVJJwdGmoZYLheIlwdiCjc4PhfS=> M4PU[WFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTlPJMWgyQTd3IHPlcIx{NCCLQ{WwQVM3KG6P MkP5NlE4OTVzNkW=
human DLD1 cells NEHISGxIem:5dHigbY5pcWKrdHnvckBie3OjeR?= MofiS5Jwf3SqIHnubIljcXSrb36gc4YhcHWvYX6gSGxFOSClZXzsd{whT0l3ME2zO{BvVQ>? NH;NSYwyQDJ2M{ewNy=>
human A431 cells NVnwNJZCS3m2b4TvfIlkyqCjc4PhfS=> MYi3NkBp NXjkTYNJS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTR|MTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVQxKG6P NEnYOI0zPTJ5N{C2Oy=>
human HepG2 cells NVXreWRzS3m2b4TvfIlkyqCjc4PhfS=> M2fSS|czKGh? MXnDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDI[ZBIOiClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUSwJI5O NIm0VIkzPTJ5N{C2Oy=>
human BGC823 cells NHvKeJFEgXSxdH;4bYPDqGG|c3H5 NX76ZYc4PzJiaB?= MXvDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDCS2M5OjNiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20NEBvVQ>? NFfmU4gzPTJ5N{C2Oy=>
human SKBR3 cells NHXKVW5EgXSxdH;4bYPDqGG|c3H5 NVO1O|g5PzJiaB?= Mm\GR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gV2tDWjNiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JINmdGy2aYTldk1odG9iYYPzZZktKEmFNUC9OFEhdk1? MWWxPVQxPTV{OB?=
human MDA-MB-231 cells Ml7qR5l1d3SxeHnjxsBie3OjeR?= NFHVSpY4OiCq MV7DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:PTBibl2= MlHpNlUzPzdyNke=
human A549 cells NFf5NmNIem:5dHigbY5pcWKrdHnvckBie3OjeR?= M3HkNmdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJGE2PDliY3XscJMtKEeLNUC9OlQhdk1? NGLnbGIyQDJ2M{ewNy=>
Sf9 cells NGLoemVHfW6ldHnvckBie3OjeR?= NUHrO4xiTGm|cHzhZ4Vu\W62IH;mJGdONUKRRFnQXUBnem:vIHj1cYFvKG[3bHygcIVv\3SqIFjTVFkxKGGucHjhJIV5eHKnc4Pl[EBqdiCkYXP1cI93cXK3cz3pcoZm[3SnZDDT[lkh[2WubIOgZYZ1\XJiMU[gbJJ{KGK7IH\seY9z\XOlZX7j[UBxd2yjcnn6ZZRqd25iYYPzZZktKEmFNUC9O|Qhdk1? NWn0T29sOjR5NUG0OFE>
human U87MG cells MnS5VJJwdGmoZYLheIlwdiCjc4PhfS=> NXnDeXk1SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDVPFdOTyClZXzsd{whUUN3ME24PUBvVQ>? NH6xU4gzOTdzNUG2OS=>
human A549 cells MnPRR5l1d3SxeHnjxsBie3OjeR?= NXjJdlRUPzJiaB?= M3P0RmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME25O{BvVQ>? MknpNlUzPzdyNke=
mouse P19 cells MX;DfZRwfG:6aXRCpIF{e2G7 NWLzfWtrOThiaB?= NHvVUGdEgXSxdH;4bYNqfHliYXfhbY5{fCCvb4Xz[UBROTliY3XscJMh[W[2ZYKgNVghcHK|LDDJR|UxRTBwMTFOwG0> NX7ZV4hKOTd2NEK1OlU>
human HL7702 cells NI\5PYZEgXSxdH;4bYPDqGG|c3H5 NIrxTpQ4OiCq MX\DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIUFc4ODJiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlE1OSEQvF2= MlPrNlUzPzdyNke=
human A549 cells MkHoR5l1d3SxeHnjxsBie3OjeR?= NGm3cG4zKGSjeYO= NEGyXmREgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPTR7IHPlcIx{KGGodHXyJFIh\GG7czDifUBCdGGvYYLCcJVmKGG|c3H5MEBKSzVyPUCuNVUh|ryP Mk\uNlM6PDd5OUS=
human A431 cells MYPQdo9tcW[ncnH0bY9vKGG|c3H5 MmHKO|IhcA>? M{WwWmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iQUSzNUBk\WyuczDh[pRmeiB5MjDodpMtKEmFNUC9NE4zKM7:TR?= MXSyNFY2PTJ|Nx?=
human HepG2 cells MV3DfZRwfG:6aXRCpIF{e2G7 NYjvVnJFS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYomgUXRVKGG|c3H5MEBKSzVyPUCuN{DPxE1? NYLnPYhKOjN4NU[1OVY>
human SW480 cells NILOeVlEgXSxdH;4bYPDqGG|c3H5 M4TofFczKGh? M4XCVWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHNYPDhyIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4{OSEQvF2= M4nQXVI2Ojd5ME[3
human LNCAP cells M4PxXWN6fG:2b4jpZ:Kh[XO|YYm= MXS3NkBp MoT5R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUG5ESVBiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlQ{KM7:TR?= NWHl[ohNOjVzMEW5NlQ>
human LS174T cells NF;X[VZEgXSxdH;4bYPDqGG|c3H5 NUjwZ25kS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVFNzN{TUJINmdGy|IHL5JG1VWyCjc4PhfUwhUUN3ME2wMlQ2KM7:TR?= M{\DUFE4ODN2MUO1
human HeLa cells NV\mXphbS3m2b4TvfIlkyqCjc4PhfS=> MVe3NkBp NVvnVm44S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWOYTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvPzl6IN88US=> MmPyNlUzPzdyNke=
rat L6 cells MkK3R5l1d3SxeHnjxsBie3OjeR?= M2Xje|czKGh? NIHLZ4hEgXSxdH;4bYNqfHliYXfhbY5{fCC{YYSgUFYh[2WubIOgZYZ1\XJiN{KgbJJ{KGK7IFHsZY1ieiCEbIXlJIF{e2G7LDDJR|UxRTVizszN M2XKWFI1PThyNUOx
human MCF7 cells MYLDfZRwfG:6aXRCpIF{e2G7 MlTlR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWNHPyClZXzsd{BjgSCVUlKgZZN{[XluIFnDOVA:QS54IN88US=> MX[xPVU3ODN3Mx?=
human MCF7 cells M4i1UWdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 M4q2bmdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJG1ETjdiY3XscJMh[W[2ZYKg[IF6eyCkeTDTVmIh[XO|YYmsJGdKPTB;M{WuOkDPxE1? MkTMNVc5PjlyOUi=
HEK293T cells MUHGeY5kfGmxbjDhd5NigQ>? M2XJdmlvcGmkaYTpc44hd2ZiVF7GMYFteGijLXnu[JVk\WRiTl[tb4FxeGGEIHHjeIl3[XSrb36g[ZhxemW|c3XkJIlvKEiHS{K5N3Qh[2WubIOgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 M{i4RVE5PDB6N{Gz
human Jurkat cells MV3GeY5kfGmxbjDhd5NigQ>? MVPJcohq[mm2aX;uJI9nKFSQRj3hcJBp[S2rbnT1Z4VlKE6ILXvhdJBiSiCjY4TpeoF1cW:wIHX4dJJme3OnZDDpckBHSUSGIHTl[olkcWWwdDDoeY1idiCMdYLrZZQh[2WubIOgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 MUGxPFQxQDdzMx?=
human SKBR3 cells NHTMO5BHfW6ldHnvckBie3OjeR?= MXuyOEBp Mln4TY5pcWKrdHnvckBw\iCKc4C5NE1u\WSrYYTl[EBJTVJ{IHTl[5Ji\GG2aX;uJIlvKGi3bXHuJHNMSlJ|IHPlcIx{KGGodHXyJFI1KGi{czDifUBY\XO2ZYLuJIJtd3R? NVn2[pNlOTh6MU[xNVE>

... 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]

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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]

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  • 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]

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  • 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