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G3381

Sigma-Aldrich

Geldanamycin from Streptomyces hygroscopicus

≥98% (HPLC), powder

Synonym(e):

NSC 122750

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About This Item

Empirische Formel (Hill-System):
C29H40N2O9
CAS-Nummer:
30562-34-6
Molekulargewicht:
560.64
MDL-Nummer:
MFCD00274570
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329799914
NACRES:
NA.77

Sterilität

non-sterile

Qualitätsniveau

300

Assay

≥98% (HPLC)

Form

powder

Farbe

yellow to orange

Löslichkeit

DMSO: soluble

Wirkungsspektrum von Antibiotika

neoplastics

Wirkungsweise

enzyme | inhibits

Lagertemp.

−20°C

SMILES String

CO[C@H]1C[C@H](C)CC2=C(OC)C(=O)C=C(NC(=O)\C(C)=C\C=C[C@H](OC)[C@@H](OC(N)=O)\C(C)=C\[C@H](C)[C@H]1O)C2=O

InChI

1S/C29H40N2O9/c1-15-11-19-25(34)20(14-21(32)27(19)39-7)31-28(35)16(2)9-8-10-22(37-5)26(40-29(30)36)18(4)13-17(3)24(33)23(12-15)38-6/h8-10,13-15,17,22-24,26,33H,11-12H2,1-7H3,(H2,30,36)(H,31,35)/b10-8-,16-9+,18-13+/t15-,17+,22+,23+,24-,26+/m1/s1

InChIKey

QTQAWLPCGQOSGP-KSRBKZBZSA-N

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Allgemeine Beschreibung

Chemical structure: benzenoid

Biochem./physiol. Wirkung

Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
Geldanamycin binds specifically to the heat shock protein Hsp90 and to its endoplasmic reticulum homologue GP96, and thus interferes with conformational maturation of proteins and the cellular stress response. In addition, Geldanamycin is a potent inhibitor of the nuclear hormone receptor family.

Leistungsmerkmale und Vorteile

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Met page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Masaki Nagane et al.
Biochemical and biophysical research communications, 456(1), 541-546 (2014-12-17)
In this study, the involvement of ataxia telangiectasia mutated (ATM) kinase and heat shock protein 90 (HSP90) in endothelial nitric oxide synthase (eNOS) activation was investigated in X-irradiated bovine aortic endothelial cells. The activity of nitric oxide synthase (NOS) and
Jana Franke et al.
Natural product reports, 30(10), 1299-1323 (2013-08-13)
Covering 2005 to 2013. In this review recent progress in the development of heat shock proteins (Hsp90) in oncogenesis is illuminated. Particular emphasis is put on inhibitors such as geldanamycin and analogues that serve as a natural product show case.
Robert Y L Wang et al.
Virology, 443(2), 236-247 (2013-05-29)
Molecular chaperones are reported to be crucial for virus propagation, but are not yet addressed in Human Enterovirus 71 (EV71). Here we describe the specific association of heat shock protein-90-beta (Hsp90β), but not alpha form (Hsp90α), with EV71 viral particles
Aarif Ahsan et al.
The Journal of biological chemistry, 288(37), 26879-26886 (2013-07-31)
An eight-amino acid segment is known to be responsible for the marked difference in the rates of degradation of the EGF receptor (ErbB1) and ErbB2 upon treatment of cells with the Hsp90 inhibitor geldanamycin. We have scrambled the first six
Lizhen Wang et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(13), 3384-3391 (2008-03-28)
Parkinson's disease (PD), a progressive neurodegenerative disease characterized by bradykinesia, rigidity, and resting tremor, is the most common neurodegenerative movement disorder. Although the majority of PD cases are sporadic, some are inherited, including those caused by leucine-rich repeat kinase 2
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