Geldanamycin

For research use only.

Catalog No.S2713 Synonyms: NSC 122750

12 publications

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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Selleck's Geldanamycin has been 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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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 M3T0THBzd2yrZnXyZZRqd25iYYPzZZk> MX7Dc41xd3WwZDD3ZZMh\X[jbIXheIVlKG[xcjDhcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKG:4YYLpZY4h[2G{Y3nuc41iKGOnbHygcIlv\SCDMke4NEwhUUN3ME2zMlQh|ryP MnjYNVE2OTRzNEW=
SW620 cell MYHHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? MVPJcohq[mm2b4L5JINwdmOnboTyZZRqd25iYXfhbY5{fCCqdX3hckBkd2yxcnXjeIFtKGOjcnPpco9u[SCVV{[yNEBk\WyuIHzpcoV{NCCLQ{WwQVYvOiCwTR?= MYKxOVY2QDh5OR?=
MCF-7 cell NYT5SVVFT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= M13xV2lvcGmkaYTvdpkh[2:wY3XueJJifGmxbjDh[4FqdnO2IHj1cYFvKGK{ZXHzeEBk[W6lZYKgUWNHNTdiY3XscEBtcW6nczygTWM2OD14LkWgcm0> MVyxOVY2QDh5OR?=
SKBR3 cells M1vFS3Bzd2yrZnXyZZRqd25iYYPzZZk> MUK3NkBp MoHRRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDld5Rzd2enbjDy[YNmeHSxcjDk[YZq[2mnboSgbJVu[W5iU1vCVlMh[2WubIOgZYZ1\XJiN{KgbJJ{NCCLQ{WwQVgvPSCwTR?= NX:0dXByOjN4NEixPFA>
MCF7 cells M{\PN3Bzd2yrZnXyZZRqd25iYYPzZZk> MVW3NkBp NVz0WnhMSW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIV5eHKnc4Ppcoch\XO2cn;n[Y4hemWlZYD0c5Ih[W[2ZYKgO|IhcHK|LDDJR|UxRTlwODDuUS=> MmjFNlM3PDhzOEC=
MDA-kb2 cells Mn\DSpVv[3Srb36gZZN{[Xl? Mk\pNVghcA>? NUix[INSUW6qaXLpeIlwdiCxZjDIV3A6OCCrbjDoeY1idiCPRFGtb4IzKGOnbHzzJIF{e2W|c3XkJIF{KHKnZIXjeIlwdiCrbjDncJVkd2OxcoTpZ49q\CC{ZXPldJRwei2mZYDlcoRmdnRibIXjbYZmemG|ZTDlfJBz\XO|aX;uJIFnfGW{IEG4JIhzeyCkeTDmbZJm\my7IHz1Z4ln\XKjc3WgdoVxd3K2ZYKg[4Vv\SCjc4PhfUwhUUN3ME2xNEBvVQ>? Mmn1NlQ6QDR7M{[=
human SK-BR-3 cells MXvQdo9tcW[ncnH0bY9vKGG|c3H5 M2PuZ2FvfGmycn;sbYZmemG2aY\lJIFkfGm4aYT5JIFo[Wmwc4SgbJVu[W5iU1utRnIuOyClZXzsd{whUUN3ME2xOU45KG6P NF;5enoyQTh7Nki0PC=>
HUVEC cells MWLDfZRwfG:6aXRCpIF{e2G7 MojPO|IhcA>? NEXDbFVEgXSxdH;4bYNqfHliYXfhbY5{fCCKVW\FR{Bk\WyuczDh[pRmeiB5MjDodpMh[nliTWTUJIF{e2G7LDDJR|UxRTF7IH7N NFf0bnUzPTJ5N{C2Oy=>
human HCT116 cells NVHqV5o2T3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= MWjHdo94fGhiaX7obYJqfGmxbjDv[kBpfW2jbjDIR3QyOTZiY3XscJMtKEeLNUC9NlEhdk1? NGPmfZMyQDJ2M{ewNy=>
K562 cell MV;Hdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? MoTGTY5pcWKrdH;yfUBkd26lZX70doF1cW:wIHHnZYlve3RiaIXtZY4hdGW3a3XtbYEhUzV4MjDj[YxtKGyrbnXzMEBKSzVyPUKyMlEhdk1? Mmj1NVU3PTh6N{m=
HT-29 cell NUHN[IhYT3Kxd4ToJIlvcGmkaYTpc44h[XO|YYm= NY\BNVd1UW6qaXLpeI9zgSClb37j[Y51emG2aX;uJIFo[Wmwc4SgbJVu[W5iY3;sc5Jm[3SjbDDjZZJkcW6xbXGgTHQuOjliY3XscEBtcW6nczygTWM2OD1{ND61JI5O M1LZSlE2PjV6OEe5
HCT116 cells NVvzU|JUWHKxbHnm[ZJifGmxbjDhd5NigQ>? NX3X[GlISW62aYDyc4xq\mW{YYTpeoUh[WO2aY\peJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[nlibIXtbY5me2OnbnPlJIF{e2G7LDDFR|UxRTBwMEOg{txO M37ZNlIyPjB3OUe1
NCI-H1975 cells MonNVJJwdGmoZYLheIlwdiCjc4PhfS=> MX\BcpRqeHKxbHnm[ZJifGm4ZTDhZ5Rqfmm2eTDh[4FqdnO2IHj1cYFvKE6FST3INVk4PSClZXzsd{whUUN3ME2zOkBvVQ>? M{DuTlIyPzF3MU[1
human DLD1 cells MV\Hdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NYHpR4lMT3Kxd4ToJIlvcGmkaYTpc44hd2ZiaIXtZY4hTEyGMTDj[YxteyxiR1m1NF0{PyCwTR?= MW[xPFI1OzdyMx?=
human A431 cells NFGyOphEgXSxdH;4bYPDqGG|c3H5 MXq3NkBp NIPtfG5EgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBCPDNzIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9OFAhdk1? MWqyOVI4PzB4Nx?=
human HepG2 cells MV7DfZRwfG:6aXRCpIF{e2G7 NEj4PFQ4OiCq NWfSVYJRS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF01OCCwTR?= NXHaeYlIOjV{N{ewOlc>
human BGC823 cells NX;1bJVUS3m2b4TvfIlkyqCjc4PhfS=> NInUeWI4OiCq NYXmenVzS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hSkeFOEKzJINmdGy|IHHmeIVzKDd{IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:PDBibl2= MUWyOVI4PzB4Nx?=
human SKBR3 cells M{PyRmN6fG:2b4jpZ:Kh[XO|YYm= NXXaT21RPzJiaB?= MlrMR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gV2tDWjNiY3XscJMh[W[2ZYKgO|IhcHK|IHL5JINmdGy2aYTldk1odG9iYYPzZZktKEmFNUC9OFEhdk1? NXL3THl6OTl2MEW1Nlg>
human MDA-MB-231 cells NXXSWpk3S3m2b4TvfIlkyqCjc4PhfS=> NWXOSpJNPzJiaB?= NXPTPZF6S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUSDLV3CMVI{OSClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUWwJI5O NW\uWmVVOjV{N{ewOlc>
human A549 cells Mn\6S5Jwf3SqIHnubIljcXSrb36gZZN{[Xl? NHXrPFlIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBCPTR7IHPlcIx{NCCJSUWwQVY1KG6P MWKxPFI1OzdyMx?=
Sf9 cells NX21ZVZVTnWwY4Tpc44h[XO|YYm= NWjTPWxuTGm|cHzhZ4Vu\W62IH;mJGdONUKRRFnQXUBnem:vIHj1cYFvKG[3bHygcIVv\3SqIFjTVFkxKGGucHjhJIV5eHKnc4Pl[EBqdiCkYXP1cI93cXK3cz3pcoZm[3SnZDDT[lkh[2WubIOgZYZ1\XJiMU[gbJJ{KGK7IH\seY9z\XOlZX7j[UBxd2yjcnn6ZZRqd25iYYPzZZktKEmFNUC9O|Qhdk1? Mm[xNlQ4PTF2NEG=
human U87MG cells NWnTNpl2WHKxbHnm[ZJifGmxbjDhd5NigQ>? MkKwRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCXOEfNS{Bk\WyuczygTWM2OD16OTDuUS=> MVmyNVcyPTF4NR?=
human A549 cells M2fYbWN6fG:2b4jpZ:Kh[XO|YYm= MV[3NkBp M3LiTGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME25O{BvVQ>? M4fEeFI2Ojd5ME[3
mouse P19 cells MoWyR5l1d3SxeHnjxsBie3OjeR?= MXixPEBp MWjDfZRwfG:6aXPpeJkh[WejaX7zeEBud3W|ZTDQNVkh[2WubIOgZYZ1\XJiMUigbJJ{NCCLQ{WwQVAvOSEQvF2= MojCNVc1PDJ3NkW=
human HL7702 cells MX7DfZRwfG:6aXRCpIF{e2G7 NWjDSHFSPzJiaB?= NFHiZo5EgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJVDd5MEKgZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0xNjF2MTFOwG0> M1LxPVI2Ojd5ME[3
human A549 cells MWDDfZRwfG:6aXRCpIF{e2G7 Ml3uNkBl[Xm| M4OyZWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[W[2ZYKgNkBl[Xm|IHL5JGFt[W2jclLseYUh[XO|YYmsJGlEPTB;MD6xOUDPxE1? NXPGclRROjN7NEe3PVQ>
human A431 cells MUPQdo9tcW[ncnH0bY9vKGG|c3H5 M1fSdFczKGh? MorNRY51cXC{b3zp[oVz[XSrdnWgZYN1cX[rdImgZYdicW6|dDDoeY1idiCDNEOxJINmdGy|IHHmeIVzKDd{IHjyd{whUUN3ME2wMlIh|ryP NVHCeo9JOjB4NUWyN|c>
human HepG2 cells MnjGR5l1d3SxeHnjxsBie3OjeR?= NWPIVGZlS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYomgUXRVKGG|c3H5MEBKSzVyPUCuN{DPxE1? Mnu2NlM3PTZ3NU[=
human SW480 cells MUnDfZRwfG:6aXRCpIF{e2G7 NXfqSmU{PzJiaB?= M2W5SGN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJHNYPDhyIHPlcIx{KGGodHXyJFczKGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4{OSEQvF2= MkTLNlUzPzdyNke=
human LNCAP cells NIHyXJhEgXSxdH;4bYPDqGG|c3H5 MWm3NkBp NEfWd5lEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBNVkODUDDj[YxteyCjZoTldkA4OiCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvPDNizszN MkTWNlUyODV7MkS=
human LS174T cells M{G0WWN6fG:2b4jpZ:Kh[XO|YYm= M{XDZWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGxUOTd2VDDj[YxteyCkeTDNWHMh[XO|YYmsJGlEPTB;MD60OUDPxE1? NEP1OIMyPzB|NEGzOS=>
human HeLa cells M3zm[2N6fG:2b4jpZ:Kh[XO|YYm= M3zXUVczKGh? MnWzR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gTIVN[SClZXzsd{Bi\nSncjC3NkBpenNiYomgUXRVKGG|c3H5MEBKSzVyPUCuO|k5KM7:TR?= MYeyOVI4PzB4Nx?=
rat L6 cells MX\DfZRwfG:6aXRCpIF{e2G7 NGe1RW04OiCq MWfDfZRwfG:6aXPpeJkh[WejaX7zeEBz[XRiTE[gZ4VtdHNiYX\0[ZIhPzJiaILzJIJ6KEGuYX3hdkBDdHWnIHHzd4F6NCCLQ{WwQVUh|ryP NV7GcYltOjR3OEC1N|E>
human MCF7 cells NFztOIpEgXSxdH;4bYPDqGG|c3H5 MVXDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNR2Y4KGOnbHzzJIJ6KFOUQjDhd5NigSxiSVO1NF06NjZizszN NWnhT25OOTl3NkCzOVM>
human MCF7 cells MULHdo94fGhiaX7obYJqfGmxbjDhd5NigQ>? NGPXNJdIem:5dHigbY5pcWKrdHnvckBw\iCqdX3hckBOS0Z5IHPlcIx{KGGodHXyJIRigXNiYomgV3JDKGG|c3H5MEBIUTVyPUO1MlYh|ryP NYnKbnVGOTd6NkmwPVg>
HEK293T cells MlzaSpVv[3Srb36gZZN{[Xl? NFTR[FRKdmirYnn0bY9vKG:oIGTOSk1idHCqYT3pcoR2[2WmIF7GMYtieHCjQjDhZ5RqfmG2aX;uJIV5eHKnc4Pl[EBqdiCKRVuyPVNVKGOnbHzzJIJ6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= NXm1R4ZqOTh2MEi3NVM>
human Jurkat cells MX;GeY5kfGmxbjDhd5NigQ>? MlXxTY5pcWKrdHnvckBw\iCWTl[tZYxxcGFvaX7keYNm\CCQRj3rZZBx[UJiYXP0bZZifGmxbjDlfJBz\XO|ZXSgbY4hTkGGRDDk[YZq[2mnboSgbJVu[W5iSoXyb4F1KGOnbHzzJIJ6KGy3Y3nm[ZJie2VicnXwc5J1\XJiZ3Xu[UBie3OjeR?= NGfmWIIyQDRyOEexNy=>
human SKBR3 cells MXnGeY5kfGmxbjDhd5NigQ>? NYiwepBoOjRiaB?= MWPJcohq[mm2aX;uJI9nKEi|cEmwMY1m\GmjdHXkJGhGWjJiZHXndoFl[XSrb36gbY4hcHWvYX6gV2tDWjNiY3XscJMh[W[2ZYKgNlQhcHK|IHL5JHdme3Sncn6gZoxwfA>? NF;ZUmUyQDhzNkGxNS=>

... 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
  • 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
Smiles COC1CC(C)CC2=C(OC)C(=O)C=C(NC(=O)\C(=C\C=C\C(OC)C(OC(N)=O)\C(=C\C(C)C1O)C)C)C2=O

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Tech Support

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID