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 12 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 MXHQdo9tcW[ncnH0bY9vKGG|c3H5 NXjiV|FrS2:vcH;1coQhf2G|IHX2ZYx2[XSnZDDmc5Ih[W62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDveoFzcWGwIHPhdoNqdm:vYTDj[YxtKGyrbnWgRVI4QDBuIFnDOVA:Oy52IN88US=> MkXNNVE2OTRzNEW=
SW620 cell MmXFS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NIfRcW9KdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiClb3zvdoVkfGGuIHPhdoNqdm:vYTDTW|YzOCClZXzsJIxqdmW|LDDJR|UxRTZwMjDuUS=> NITqbXkyPTZ3OEi3PS=>
MCF-7 cell NFT1UYVIem:5dHigbY5pcWKrdHnvckBie3OjeR?= NFm0ZpZKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiCkcnXhd5Qh[2GwY3XyJG1ETi15IHPlcIwhdGmwZYOsJGlEPTB;Nj61JI5O M{jNdFE2PjV6OEe5
SKBR3 cells MXvQdo9tcW[ncnH0bY9vKGG|c3H5 NFj0[3o4OiCq NFjXfYRCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIV{fHKxZ3XuJJJm[2WydH;yJIRm\mmlaXXueEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNuIFnDOVA:QC53IH7N NXLrWYx7OjN4NEixPFA>
MCF7 cells NGeyfoJRem:uaX\ldoF1cW:wIHHzd4F6 MnywO|IhcA>? NWmwR2NMSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIV5eHKnc4Ppcoch\XO2cn;n[Y4hemWlZYD0c5Ih[W[2ZYKgO|IhcHK|LDDJR|UxRTlwODDuUS=> MmjvNlM3PDhzOEC=
MDA-kb2 cells MWrGeY5kfGmxbjDhd5NigQ>? MVuxPEBp MXnJcohq[mm2aX;uJI9nKEiVUEmwJIlvKGi3bXHuJG1FSS2tYkKgZ4VtdHNiYYPz[ZN{\WRiYYOgdoVlfWO2aX;uJIlvKGeudXPvZ49zfGmlb3nkJJJm[2WydH;yMYRmeGWwZHXueEBtfWOrZnXyZZNmKGW6cILld5Nqd25iYX\0[ZIhOThiaILzJIJ6KG[rcnXmcJkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7LDDJR|UxRTFyIH7N M3i0[VI1QTh2OUO2
human SK-BR-3 cells M4TVdHBzd2yrZnXyZZRqd25iYYPzZZk> MoTtRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCVSz3CVk0{KGOnbHzzMEBKSzVyPUG1Mlghdk1? NV;o[|BqOTl6OU[4OFg>
HUVEC cells NV3UZVdlS3m2b4TvfIlkyqCjc4PhfS=> NVW3[|FNPzJiaB?= MnzNR5l1d3SxeHnjbZR6KGGpYXnud5QhUFWYRVOgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yQSCwTR?= MnvnNlUzPzdyNke=
human HCT116 cells NUjnb|NoT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= M1PQSmdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJGhEXDFzNjDj[YxteyxiR1m1NF0zOSCwTR?= MVexPFI1OzdyMx?=
K562 cell M3;QS2dzd3e2aDDpcohq[mm2aX;uJIF{e2G7 MlPWTY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4hdGW3a3XtbYEhUzV4MjDj[YxtKGyrbnXzMEBKSzVyPUKyMlEhdk1? NEixboMyPTZ3OEi3PS=>
HT-29 cell NFjab4tIem:5dHigbY5pcWKrdHnvckBie3OjeR?= MkXNTY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4h[2:ub4LlZ5RidCClYYLjbY5wdWFiSGStNlkh[2WubDDsbY5meyxiSVO1NF0zPC53IH7N M4XjfVE2PjV6OEe5
HCT116 cells M3vtdHBzd2yrZnXyZZRqd25iYYPzZZk> NETrWHRCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFjDWFEyPiClZXzsd{BjgSCudX3pcoV{[2WwY3WgZZN{[XluIFXDOVA:OC5yMzFOwG0> NWfFZ4VLOjF4MEW5O|U>
NCI-H1975 cells NW\CWWxKWHKxbHnm[ZJifGmxbjDhd5NigQ>? MXvBcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKE6FST3INVk4PSClZXzsd{whUUN3ME2zOkBvVQ>? MnS2NlE4OTVzNkW=
human DLD1 cells NEDyTmZIem:5dHigbY5pcWKrdHnvckBie3OjeR?= Mlm2S5Jwf3SqIHnubIljcXSrb36gc4YhcHWvYX6gSGxFOSClZXzsd{whT0l3ME2zO{BvVQ>? NVqxOXNTOTh{NEO3NFM>
human A431 cells NH;XPFNEgXSxdH;4bYPDqGG|c3H5 NHPjb3M4OiCq NHi1WGJEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPDNzIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? MW[yOVI4PzB4Nx?=
human HepG2 cells NEPrb3dEgXSxdH;4bYPDqGG|c3H5 MVi3NkBp M2n2cGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? NXrMZVdGOjV{N{ewOlc>
human BGC823 cells M{Hne2N6fG:2b4jpZ:Kh[XO|YYm= MofvO|IhcA>? MkWxR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRmdEQDJ|IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? MkHXNlUzPzdyNke=
human SKBR3 cells NX;0bIc4S3m2b4TvfIlkyqCjc4PhfS=> MWi3NkBp NWfMfVNZS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hW0uEUkOgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KGOnbHz0bZRmei2pbH:gZZN{[XluIFnDOVA:PDFibl2= M{LpS|E6PDB3NUK4
human MDA-MB-231 cells MUjDfZRwfG:6aXRCpIF{e2G7 MVG3NkBp MmnyR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWRCNU2ELUKzNUBk\WyuczDh[pRmeiB5MjDodpMh[nliTWTUJIF{e2G7LDDJR|UxRTVyIH7N NXLybFRQOjV{N{ewOlc>
human A549 cells MnWzS5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NHfhRmdIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBCPTR7IHPlcIx{NCCJSUWwQVY1KG6P M33lVlE5OjR|N{Cz
Sf9 cells MW\GeY5kfGmxbjDhd5NigQ>? NHPVV2VFcXOybHHj[Y1mdnRib3[gS20uSk:GSWDZJIZzd21iaIXtZY4h\nWubDDs[Y5ofGhiSGPQPVAh[WyyaHGg[ZhxemW|c3XkJIlvKGKjY4Xsc5ZqenW|LXnu[oVkfGWmIGPmPUBk\WyuczDh[pRmeiBzNjDodpMh[nliZnz1c5Jme2OnbnPlJJBwdGG{aYrheIlwdiCjc4PhfUwhUUN3ME23OEBvVQ>? MoXCNlQ4PTF2NEG=
human U87MG cells M33UZnBzd2yrZnXyZZRqd25iYYPzZZk> M3u2cWFvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iVUi3UWch[2WubIOsJGlEPTB;OEmgcm0> NEPndGkzOTdzNUG2OS=>
human A549 cells MlzoR5l1d3SxeHnjxsBie3OjeR?= MVG3NkBp Mn\4R5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRVU1QSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUm3JI5O Ml7hNlUzPzdyNke=
mouse P19 cells MWXDfZRwfG:6aXRCpIF{e2G7 MkPNNVghcA>? NXXkO5YxS3m2b4TvfIlkcXS7IHHnZYlve3RibX;1d4UhWDF7IHPlcIx{KGGodHXyJFE5KGi{czygTWM2OD1yLkGg{txO M17WZ|E4PDR{NU[1
human HL7702 cells MnGzR5l1d3SxeHnjxsBie3OjeR?= NWLsc|dwPzJiaB?= MUXDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIUFc4ODJiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlE1OSEQvF2= M4nJflI2Ojd5ME[3
human A549 cells MlXOR5l1d3SxeHnjxsBie3OjeR?= M1LP[VIh\GG7cx?= NYixO41WS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTV2OTDj[YxteyCjZoTldkAzKGSjeYOgZpkhSWyjbXHyRox2\SCjc4PhfUwhUUN3ME2wMlE2KM7:TR?= MkP6NlM6PDd5OUS=
human A431 cells Mlq0VJJwdGmoZYLheIlwdiCjc4PhfS=> Mn7BO|IhcA>? NFPmOItCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFG0N|Eh[2WubIOgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVAvOiEQvF2= M4f6VlIxPjV3MkO3
human HepG2 cells M1jBfGN6fG:2b4jpZ:Kh[XO|YYm= NIHEbGtEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJ\XCJMjDj[YxteyCkeTDNWHQh[XO|YYmsJGlEPTB;MD6zJO69VQ>? NXuzc2ZUOjN4NU[1OVY>
human SW480 cells MWTDfZRwfG:6aXRCpIF{e2G7 NXm0UpI2PzJiaB?= NHHkWIREgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBUXzR6MDDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvOzFizszN Ml[zNlUzPzdyNke=
human LNCAP cells MULDfZRwfG:6aXRCpIF{e2G7 MUK3NkBp M3G5NmN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxPS0GSIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE41OyEQvF2= MYGyOVExPTl{NB?=
human LS174T cells M1zhUGN6fG:2b4jpZ:Kh[XO|YYm= MknKR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUHMyPzSWIHPlcIx{KGK7IF3UV{Bie3OjeTygTWM2OD1yLkS1JO69VQ>? NETwSocyPzB|NEGzOS=>
human HeLa cells NH7oe4xEgXSxdH;4bYPDqGG|c3H5 NIjNWHE4OiCq M3n3RWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmVGFiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlc6QCEQvF2= NEXZcWQzPTJ5N{C2Oy=>
rat L6 cells NFruUGdEgXSxdH;4bYPDqGG|c3H5 M3LPU|czKGh? MWnDfZRwfG:6aXPpeJkh[WejaX7zeEBz[XRiTE[gZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KEGuYX3hdkBDdHWnIHHzd4F6NCCLQ{WwQVUh|ryP NXvEeZkxOjR3OEC1N|E>
human MCF7 cells NH\TbJJEgXSxdH;4bYPDqGG|c3H5 M{\QU2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJG1ETjdiY3XscJMh[nliU2LCJIF{e2G7LDDJR|UxRTlwNjFOwG0> NYPPV3BUOTl3NkCzOVM>
human MCF7 cells NHrvU5RIem:5dHigbY5pcWKrdHnvckBie3OjeR?= NXviPYE3T3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hVUOINzDj[YxteyCjZoTldkBl[Xm|IHL5JHNTSiCjc4PhfUwhT0l3ME2zOU43KM7:TR?= MmSyNVc5PjlyOUi=
HEK293T cells NVv3fnlITnWwY4Tpc44h[XO|YYm= MVPJcohq[mm2aX;uJI9nKFSQRj3hcJBp[S2rbnT1Z4VlKE6ILXvhdJBiSiCjY4TpeoF1cW:wIHX4dJJme3OnZDDpckBJTUt{OUPUJINmdGy|IHL5JIx2[2moZYLhd4UhemWyb4L0[ZIh\2WwZTDhd5NigQ>? NVH5S2txOTh2MEi3NVM>
human Jurkat cells NIX3dlJHfW6ldHnvckBie3OjeR?= MXHJcohq[mm2aX;uJI9nKFSQRj3hcJBp[S2rbnT1Z4VlKE6ILXvhdJBiSiCjY4TpeoF1cW:wIHX4dJJme3OnZDDpckBHSUSGIHTl[olkcWWwdDDoeY1idiCMdYLrZZQh[2WubIOgZpkhdHWlaX\ldoF{\SC{ZYDvdpRmeiCpZX7lJIF{e2G7 NGDo[VQyQDRyOEexNy=>
human SKBR3 cells NGLvdJZHfW6ldHnvckBie3OjeR?= NGroSmMzPCCq Mo\CTY5pcWKrdHnvckBw\iCKc4C5NE1u\WSrYYTl[EBJTVJ{IHTl[5Ji\GG2aX;uJIlvKGi3bXHuJHNMSlJ|IHPlcIx{KGGodHXyJFI1KGi{czDifUBY\XO2ZYLuJIJtd3R? NUHDXGlrOTh6MU[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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Tech Support

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