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 Mmm0VJJwdGmoZYLheIlwdiCjc4PhfS=> NHHDNJVEd22yb4Xu[EB4[XNiZY\hcJVifGWmIH\vdkBidnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIH;2ZZJq[W5iY3HyZ4lvd22jIHPlcIwhdGmwZTDBNlc5OCxiSVO1NF0{NjRizszN MXuxNVUyPDF2NR?=
SW620 cell MYLHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? M1nad2lvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IHj1cYFvKGOxbH;y[YN1[WxiY3HyZ4lvd22jIGPXOlIxKGOnbHygcIlv\XNuIFnDOVA:Pi5{IH7N MoK0NVU3PTh6N{m=
MCF-7 cell NWO4R3lDT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= MmDVTY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4h[nKnYYP0JINidmOncjDNR2YuPyClZXzsJIxqdmW|LDDJR|UxRTZwNTDuUS=> M{L1RlE2PjV6OEe5
SKBR3 cells MXzQdo9tcW[ncnH0bY9vKGG|c3H5 M2Ltd|czKGh? NETpV4JCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIV{fHKxZ3XuJJJm[2WydH;yJIRm\mmlaXXueEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNuIFnDOVA:QC53IH7N NVu0UGNPOjN4NEixPFA>
MCF7 cells MXHQdo9tcW[ncnH0bY9vKGG|c3H5 NFnwTVM4OiCq NF;E[HhCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3DSlch[2WubIOg[ZhxemW|c3nu[{Bme3S{b3flckBz\WOncITvdkBi\nSncjC3NkBpenNuIFnDOVA:QS56IH7N NIe5U2szOzZ2OEG4NC=>
MDA-kb2 cells MnnjSpVv[3Srb36gZZN{[Xl? NVjyb49[OThiaB?= M2P1XmlvcGmkaYTpc44hd2ZiSGPQPVAhcW5iaIXtZY4hVUSDLXviNkBk\WyuczDhd5Nme3OnZDDhd{Bz\WS3Y4Tpc44hcW5iZ3z1Z49kd3K2aXPvbYQhemWlZYD0c5Iu\GWyZX7k[Y51KGy3Y3nm[ZJie2ViZYjwdoV{e2mxbjDh[pRmeiBzODDodpMh[nliZnny[YZtgSCudXPp[oVz[XOnIILldI9zfGW{IHflcoUh[XO|YYmsJGlEPTB;MUCgcm0> NHfYeXgzPDl6NEmzOi=>
human SK-BR-3 cells M1XUc3Bzd2yrZnXyZZRqd25iYYPzZZk> MlXKRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCVSz3CVk0{KGOnbHzzMEBKSzVyPUG1Mlghdk1? M4fVNlE6QDl4OES4
HUVEC cells M1i1eGN6fG:2b4jpZ:Kh[XO|YYm= NYXVS3NKPzJiaB?= MWXDfZRwfG:6aXPpeJkh[WejaX7zeEBJXV[HQzDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVE6KG6P MmLINlUzPzdyNke=
human HCT116 cells MWjHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NYfIW5hnT3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hUEOWMUG2JINmdGy|LDDHTVUxRTJzIH7N NIq2dIsyQDJ2M{ewNy=>
K562 cell MoHOS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? Mn\LTY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4hdGW3a3XtbYEhUzV4MjDj[YxtKGyrbnXzMEBKSzVyPUKyMlEhdk1? MV:xOVY2QDh5OR?=
HT-29 cell MlvWS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? Mn35TY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4h[2:ub4LlZ5RidCClYYLjbY5wdWFiSGStNlkh[2WubDDsbY5meyxiSVO1NF0zPC53IH7N NH\pOlYyPTZ3OEi3PS=>
HCT116 cells NGD0dWxRem:uaX\ldoF1cW:wIHHzd4F6 NWjWS3U{SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[nlibIXtbY5me2OnbnPlJIF{e2G7LDDFR|UxRTBwMEOg{txO NEXTXpUzOTZyNUm3OS=>
NCI-H1975 cells NVzW[FlCWHKxbHnm[ZJifGmxbjDhd5NigQ>? M{nDNmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iTlPJMWgyQTd3IHPlcIx{NCCLQ{WwQVM3KG6P MVeyNVcyPTF4NR?=
human DLD1 cells MX7Hdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? MXjHdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDEUGQyKGOnbHzzMEBIUTVyPUO3JI5O M{PZRVE5OjR|N{Cz
human A431 cells NVm2TWtyS3m2b4TvfIlkyqCjc4PhfS=> MUi3NkBp MUfDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDBOFMyKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NECgcm0> NU\aSJhkOjV{N{ewOlc>
human HepG2 cells M4\6WWN6fG:2b4jpZ:Kh[XO|YYm= NELTdJU4OiCq M3rib2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? NWHLRW1FOjV{N{ewOlc>
human BGC823 cells M4DwUWN6fG:2b4jpZ:Kh[XO|YYm= Mli3O|IhcA>? MX7DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDCS2M5OjNiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME20NEBvVQ>? M{LXfVI2Ojd5ME[3
human SKBR3 cells M4TvOmN6fG:2b4jpZ:Kh[XO|YYm= NVrtW2dyPzJiaB?= NGXrWVZEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBUU0KUMzDj[YxteyCjZoTldkA4OiCqcoOgZpkh[2WubITpeIVzNWeubzDhd5NigSxiSVO1NF01OSCwTR?= NF;tflgyQTRyNUWyPC=>
human MDA-MB-231 cells NWPHTYZlS3m2b4TvfIlkyqCjc4PhfS=> NV7LWpRtPzJiaB?= NHHZ[GFEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOTEFvTVKtNlMyKGOnbHzzJIFnfGW{IEeyJIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;NUCgcm0> NIHyfpczPTJ5N{C2Oy=>
human A549 cells NIDmNpZIem:5dHigbY5pcWKrdHnvckBie3OjeR?= NITFe3dIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBCPTR7IHPlcIx{NCCJSUWwQVY1KG6P NE[0XIsyQDJ2M{ewNy=>
Sf9 cells M3\UPGZ2dmO2aX;uJIF{e2G7 NYLhR3d6TGm|cHzhZ4Vu\W62IH;mJGdONUKRRFnQXUBnem:vIHj1cYFvKG[3bHygcIVv\3SqIFjTVFkxKGGucHjhJIV5eHKnc4Pl[EBqdiCkYXP1cI93cXK3cz3pcoZm[3SnZDDT[lkh[2WubIOgZYZ1\XJiMU[gbJJ{KGK7IH\seY9z\XOlZX7j[UBxd2yjcnn6ZZRqd25iYYPzZZktKEmFNUC9O|Qhdk1? MUCyOFc2OTR2MR?=
human U87MG cells MW\Qdo9tcW[ncnH0bY9vKGG|c3H5 M2rOUmFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iVUi3UWch[2WubIOsJGlEPTB;OEmgcm0> MkCyNlE4OTVzNkW=
human A549 cells NUPYcmc5S3m2b4TvfIlkyqCjc4PhfS=> NFPqXlg4OiCq M1y3N2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME25O{BvVQ>? MnvNNlUzPzdyNke=
mouse P19 cells NYjlN3h4S3m2b4TvfIlkyqCjc4PhfS=> M4Tqb|E5KGh? NEXGeJlEgXSxdH;4bYNqfHliYXfhbY5{fCCvb4Xz[UBROTliY3XscJMh[W[2ZYKgNVghcHK|LDDJR|UxRTBwMTFOwG0> MWSxO|Q1OjV4NR?=
human HL7702 cells MXPDfZRwfG:6aXRCpIF{e2G7 M4fFUVczKGh? Mly1R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGw4PzB{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4yPDFizszN NWf4N3JlOjV{N{ewOlc>
human A549 cells MX;DfZRwfG:6aXRCpIF{e2G7 MmXNNkBl[Xm| NXf4TpJvS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTV2OTDj[YxteyCjZoTldkAzKGSjeYOgZpkhSWyjbXHyRox2\SCjc4PhfUwhUUN3ME2wMlE2KM7:TR?= NFnWeFQzOzl2N{e5OC=>
human A431 cells NV;INVZXWHKxbHnm[ZJifGmxbjDhd5NigQ>? MVG3NkBp NYjrRoJpSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDBOFMyKGOnbHzzJIFnfGW{IEeyJIhzeyxiSVO1NF0xNjJizszN MV:yNFY2PTJ|Nx?=
human HepG2 cells NWfnZ5NuS3m2b4TvfIlkyqCjc4PhfS=> MU\DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDI[ZBIOiClZXzsd{BjgSCPVGSgZZN{[XluIFnDOVA:OC5|IN88US=> MXmyN|Y2PjV3Nh?=
human SW480 cells MnftR5l1d3SxeHnjxsBie3OjeR?= NIG1Tmk4OiCq MVnDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDTW|Q5OCClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUCuN|Eh|ryP M1;3[|I2Ojd5ME[3
human LNCAP cells NFnBfXpEgXSxdH;4bYPDqGG|c3H5 NVTVe2R3PzJiaB?= NXmyT4xIS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVE6FQWCgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0xNjR|IN88US=> M1nESFI2OTB3OUK0
human LS174T cells M2jT[WN6fG:2b4jpZ:Kh[XO|YYm= M{PhRWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxUOTd2VDDj[YxteyCkeTDNWHMh[XO|YYmsJGlEPTB;MD60OUDPxE1? MXixO|A{PDF|NR?=
human HeLa cells M37DWGN6fG:2b4jpZ:Kh[XO|YYm= MkPvO|IhcA>? NYPHO3FtS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWOYTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvPzl6IN88US=> NIjiZ2EzPTJ5N{C2Oy=>
rat L6 cells NYDPfm1vS3m2b4TvfIlkyqCjc4PhfS=> MkHEO|IhcA>? M2jPSWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KHKjdDDMOkBk\WyuczDh[pRmeiB5MjDodpMh[nliQXzhcYFzKEKudXWgZZN{[XluIFnDOVA:PSEQvF2= NUezfpZFOjR3OEC1N|E>
human MCF7 cells NHfHUlREgXSxdH;4bYPDqGG|c3H5 NGj2fIFEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOS0Z5IHPlcIx{KGK7IGPSRkBie3OjeTygTWM2OD17Lk[g{txO MWqxPVU3ODN3Mx?=
human MCF7 cells NWLwPWN1T3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= MlrYS5Jwf3SqIHnubIljcXSrb36gc4YhcHWvYX6gUWNHPyClZXzsd{Bi\nSncjDkZZl{KGK7IGPSRkBie3OjeTygS2k2OD1|NT62JO69VQ>? M1P5[VE4QDZ7MEm4
HEK293T cells NFfGPIxHfW6ldHnvckBie3OjeR?= M2LmUGlvcGmkaYTpc44hd2ZiVF7GMYFteGijLXnu[JVk\WRiTl[tb4FxeGGEIHHjeIl3[XSrb36g[ZhxemW|c3XkJIlvKEiHS{K5N3Qh[2WubIOgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 NV\lOVc1OTh2MEi3NVM>
human Jurkat cells MojPSpVv[3Srb36gZZN{[Xl? MlzlTY5pcWKrdHnvckBw\iCWTl[tZYxxcGFvaX7keYNm\CCQRj3rZZBx[UJiYXP0bZZifGmxbjDlfJBz\XO|ZXSgbY4hTkGGRDDk[YZq[2mnboSgbJVu[W5iSoXyb4F1KGOnbHzzJIJ6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= Mm\xNVg1ODh5MUO=
human SKBR3 cells M4\iXmZ2dmO2aX;uJIF{e2G7 NHmxToszPCCq MXzJcohq[mm2aX;uJI9nKEi|cEmwMY1m\GmjdHXkJGhGWjJiZHXndoFl[XSrb36gbY4hcHWvYX6gV2tDWjNiY3XscJMh[W[2ZYKgNlQhcHK|IHL5JHdme3Sncn6gZoxwfA>? NV7v[FVIOTh6MU[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]

+ 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.

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID