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 M4jBb3Bzd2yrZnXyZZRqd25iYYPzZZk> MoTKR49ueG:3bnSge4F{KGW4YXz1ZZRm\CCob4KgZY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCxdnHybYFvKGOjcnPpco9u[SClZXzsJIxqdmViQUK3PFAtKEmFNUC9N{41KM7:TR?= NYDjU3ZPOTF3MUSxOFU>
SW620 cell M3vUVmdzd3e2aDDpcohq[mm2aX;uJIF{e2G7 M1fmbmlvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IHj1cYFvKGOxbH;y[YN1[WxiY3HyZ4lvd22jIGPXOlIxKGOnbHygcIlv\XNuIFnDOVA:Pi5{IH7N MnjyNVU3PTh6N{m=
MCF-7 cell NXfFbJY1T3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= NEnXOpVKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiCkcnXhd5Qh[2GwY3XyJG1ETi15IHPlcIwhdGmwZYOsJGlEPTB;Nj61JI5O NITDXlcyPTZ3OEi3PS=>
SKBR3 cells M1fMbnBzd2yrZnXyZZRqd25iYYPzZZk> MlG2O|IhcA>? NFjKV3BCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIV{fHKxZ3XuJJJm[2WydH;yJIRm\mmlaXXueEBpfW2jbjDTT2JTOyClZXzsd{Bi\nSncjC3NkBpenNuIFnDOVA:QC53IH7N M4PVO|I{PjR6MUiw
MCF7 cells NXO3cWE6WHKxbHnm[ZJifGmxbjDhd5NigQ>? M2m5TlczKGh? MnXJRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCPQ1[3JINmdGy|IHX4dJJme3Orbneg[ZN1em:pZX6gdoVk\XC2b4KgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVkvQCCwTR?= MVyyN|Y1QDF6MB?=
MDA-kb2 cells NX7NV3d[TnWwY4Tpc44h[XO|YYm= NFrDZWIyQCCq MonaTY5pcWKrdHnvckBw\iCKU2C5NEBqdiCqdX3hckBOTEFva3KyJINmdGy|IHHzd4V{e2WmIHHzJJJm\HWldHnvckBqdiCpbIXjc4NwenSrY3;p[EBz\WOncITvdk1l\XCnbnTlcpQhdHWlaX\ldoF{\SCneIDy[ZN{cW:wIHHmeIVzKDF6IHjyd{BjgSCoaYLl[ox6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeTygTWM2OD1zMDDuUS=> NFPNb2gzPDl6NEmzOi=>
human SK-BR-3 cells NHPhWZJRem:uaX\ldoF1cW:wIHHzd4F6 NF;rcGFCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGPLMWJTNTNiY3XscJMtKEmFNUC9NVUvQCCwTR?= Mn\ZNVk5QTZ6NEi=
HUVEC cells MXnDfZRwfG:6aXRCpIF{e2G7 NHW4V|Q4OiCq MoLzR5l1d3SxeHnjbZR6KGGpYXnud5QhUFWYRVOgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0yQSCwTR?= MWCyOVI4PzB4Nx?=
human HCT116 cells NX60VncxT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= NWfhTVg4T3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hUEOWMUG2JINmdGy|LDDHTVUxRTJzIH7N MVexPFI1OzdyMx?=
K562 cell NXTHOlB2T3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= MWXJcohq[mm2b4L5JINwdmOnboTyZZRqd25iYXfhbY5{fCCqdX3hckBt\XWtZX3pZUBMPTZ{IHPlcIwhdGmwZYOsJGlEPTB;MkKuNUBvVQ>? NVfqPINHOTV4NUi4O|k>
HT-29 cell Ml;5S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NHrVS2xKdmirYnn0c5J6KGOxbnPlcpRz[XSrb36gZYdicW6|dDDoeY1idiClb3zvdoVkfGGuIHPhdoNqdm:vYTDIWE0zQSClZXzsJIxqdmW|LDDJR|UxRTJ2LkWgcm0> M{\PVlE2PjV6OEe5
HCT116 cells NUH0c3JFWHKxbHnm[ZJifGmxbjDhd5NigQ>? NWDOT4pLSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[nlibIXtbY5me2OnbnPlJIF{e2G7LDDFR|UxRTBwMEOg{txO MUSyNVYxPTl5NR?=
NCI-H1975 cells NYDMN4RvWHKxbHnm[ZJifGmxbjDhd5NigQ>? NWrhdYE2SW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDOR2kuUDF7N{WgZ4VtdHNuIFnDOVA:OzZibl2= M1fkelIyPzF3MU[1
human DLD1 cells M3Ppe2dzd3e2aDDpcohq[mm2aX;uJIF{e2G7 NVXsXVE6T3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hTEyGMTDj[YxteyxiR1m1NF0{PyCwTR?= MmLnNVgzPDN5MEO=
human A431 cells M1KyTWN6fG:2b4jpZ:Kh[XO|YYm= MlrTO|IhcA>? NF[zRXBEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPDNzIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? M{HxXFI2Ojd5ME[3
human HepG2 cells M2G0UWN6fG:2b4jpZ:Kh[XO|YYm= MlzPO|IhcA>? M1vFNWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? MmK4NlUzPzdyNke=
human BGC823 cells M1TBTGN6fG:2b4jpZ:Kh[XO|YYm= MX:3NkBp NVnSW29GS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSkeFOEKzJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:PDBibl2= Mmi2NlUzPzdyNke=
human SKBR3 cells M4DaOmN6fG:2b4jpZ:Kh[XO|YYm= NEfYS4Y4OiCq NGH6cIlEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBUU0KUMzDj[YxteyCjZoTldkA4OiCqcoOgZpkh[2WubITpeIVzNWeubzDhd5NigSxiSVO1NF01OSCwTR?= M17zUFE6PDB3NUK4
human MDA-MB-231 cells M33kNWN6fG:2b4jpZ:Kh[XO|YYm= MYe3NkBp NXXHOXd4S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUSDLV3CMVI{OSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUWwJI5O MlHnNlUzPzdyNke=
human A549 cells MYfHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NVXTPVJ1T3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hSTV2OTDj[YxteyxiR1m1NF03PCCwTR?= NGW4ZlcyQDJ2M{ewNy=>
Sf9 cells MoH4SpVv[3Srb36gZZN{[Xl? M1yyZmRqe3CuYXPlcYVvfCCxZjDHUU1DV0SLUGmg[pJwdSCqdX3hckBnfWyuIHzlcod1cCCKU2C5NEBidHCqYTDlfJBz\XO|ZXSgbY4h[mGldXzveolzfXNvaX7m[YN1\WRiU3[5JINmdGy|IHHmeIVzKDF4IHjyd{BjgSCobIXvdoV{[2WwY3WgdI9t[XKrenH0bY9vKGG|c3H5MEBKSzVyPUe0JI5O NVjUcFY2OjR5NUG0OFE>
human U87MG cells MWrQdo9tcW[ncnH0bY9vKGG|c3H5 Ml\SRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCXOEfNS{Bk\WyuczygTWM2OD16OTDuUS=> MV[yNVcyPTF4NR?=
human A549 cells M2DZPWN6fG:2b4jpZ:Kh[XO|YYm= MYe3NkBp NY\Wd2xDS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSTV2OTDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVk4KG6P M4DNSFI2Ojd5ME[3
mouse P19 cells NIHzbWJEgXSxdH;4bYPDqGG|c3H5 MYixPEBp NV;tNY1oS3m2b4TvfIlkcXS7IHHnZYlve3RibX;1d4UhWDF7IHPlcIx{KGGodHXyJFE5KGi{czygTWM2OD1yLkGg{txO M12xVlE4PDR{NU[1
human HL7702 cells MVzDfZRwfG:6aXRCpIF{e2G7 NITocG84OiCq MmqyR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTGw4PzB{IHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4yPDFizszN NVjpb|BtOjV{N{ewOlc>
human A549 cells Ml7xR5l1d3SxeHnjxsBie3OjeR?= MonSNkBl[Xm| MkHxR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gRVU1QSClZXzsd{Bi\nSncjCyJIRigXNiYomgRYxidWG{Qnz1[UBie3OjeTygTWM2OD1yLkG1JO69VQ>? MViyN|k1Pzd7NB?=
human A431 cells NFfySlJRem:uaX\ldoF1cW:wIHHzd4F6 MlPDO|IhcA>? NGfpTIVCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIFG0N|Eh[2WubIOgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVAvOiEQvF2= M{XGTFIxPjV3MkO3
human HepG2 cells M2r2cWN6fG:2b4jpZ:Kh[XO|YYm= NYXVbVNsS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYomgUXRVKGG|c3H5MEBKSzVyPUCuN{DPxE1? NXPqVnZ4OjN4NU[1OVY>
human SW480 cells MX;DfZRwfG:6aXRCpIF{e2G7 NYjw[Fk1PzJiaB?= NVX0PVhoS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hW1d2OECgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0xNjNzIN88US=> NF6wbmszPTJ5N{C2Oy=>
human LNCAP cells NITzRZVEgXSxdH;4bYPDqGG|c3H5 NIm4PIs4OiCq MnHzR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUG5ESVBiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlQ{KM7:TR?= NHTGSWQzPTFyNUmyOC=>
human LS174T cells NWXFeW11S3m2b4TvfIlkyqCjc4PhfS=> NHz3[HNEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNWzF5NGSgZ4VtdHNiYomgUXRUKGG|c3H5MEBKSzVyPUCuOFUh|ryP MUOxO|A{PDF|NR?=
human HeLa cells NIj5ZZpEgXSxdH;4bYPDqGG|c3H5 NVf2RndlPzJiaB?= MnzaR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTIVN[SClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUCuO|k5KM7:TR?= M3n2Z|I2Ojd5ME[3
rat L6 cells NYrOSnJ5S3m2b4TvfIlkyqCjc4PhfS=> NYHke21VPzJiaB?= Ml6yR5l1d3SxeHnjbZR6KGGpYXnud5QhemG2IFy2JINmdGy|IHHmeIVzKDd{IHjyd{BjgSCDbHHtZZIhSmy3ZTDhd5NigSxiSVO1NF02KM7:TR?= MlviNlQ2QDB3M{G=
human MCF7 cells NEHHUGlEgXSxdH;4bYPDqGG|c3H5 NF;CdFdEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBOS0Z5IHPlcIx{KGK7IGPSRkBie3OjeTygTWM2OD17Lk[g{txO MUOxPVU3ODN3Mx?=
human MCF7 cells NIK1eFVIem:5dHigbY5pcWKrdHnvckBie3OjeR?= M4\HRWdzd3e2aDDpcohq[mm2aX;uJI9nKGi3bXHuJG1ETjdiY3XscJMh[W[2ZYKg[IF6eyCkeTDTVmIh[XO|YYmsJGdKPTB;M{WuOkDPxE1? NH2xUo8yPzh4OUC5PC=>
HEK293T cells M1KwUGZ2dmO2aX;uJIF{e2G7 MoG0TY5pcWKrdHnvckBw\iCWTl[tZYxxcGFvaX7keYNm\CCQRj3rZZBx[UJiYXP0bZZifGmxbjDlfJBz\XO|ZXSgbY4hUEWNMkmzWEBk\WyuczDifUBtfWOrZnXyZZNmKHKncH;yeIVzKGenbnWgZZN{[Xl? M2fWNVE5PDB6N{Gz
human Jurkat cells MmLySpVv[3Srb36gZZN{[Xl? NXrrNlBOUW6qaXLpeIlwdiCxZjDUUmYu[WyyaHGtbY5lfWOnZDDOSk1s[XCyYVKgZYN1cX[jdHnvckBmgHC{ZYPz[YQhcW5iRlHESEBl\W[rY3nlcpQhcHWvYX6gTpVzc2G2IHPlcIx{KGK7IHz1Z4ln\XKjc3WgdoVxd3K2ZYKg[4Vv\SCjc4PhfS=> NH;KXY0yQDRyOEexNy=>
human SKBR3 cells NEHrd4tHfW6ldHnvckBie3OjeR?= MnHFNlQhcA>? M2XNN2lvcGmkaYTpc44hd2ZiSIPwPVAudWWmaXH0[YQhUEWUMjDk[Ydz[WSjdHnvckBqdiCqdX3hckBUU0KUMzDj[YxteyCjZoTldkAzPCCqcoOgZpkhX2W|dHXyckBjdG:2 MX2xPFgyPjFzMR?=

... 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