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Merck

G3381

Geldanamycin from Streptomyces hygroscopicus

from Streptomyces hygroscopicus, ≥98% (HPLC), Nuclear hormone receptor inhibitor, powder

Synonyme(s) :

NSC 122750

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A propos de cet article

Formule empirique (notation de Hill) :
C29H40N2O9
Numéro CAS:
30562-34-6
Poids moléculaire :
560.64
UNSPSC Code:
12352200
PubChem Substance ID:
329799914
NACRES:
NA.77
MDL number:
MFCD00274570

Principaux documents

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Nom du produit

Geldanamycin from Streptomyces hygroscopicus, ≥98% (HPLC), powder

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

InChI key

QTQAWLPCGQOSGP-KSRBKZBZSA-N

sterility

non-sterile

assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: soluble

antibiotic activity spectrum

neoplastics

mode of action

enzyme | inhibits

storage temp.

−20°C

Quality Level

300

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Catégories apparentées

Biochem/physiol Actions

Geldanamycin is a potent antitumor antibiotic active at nanomolar concentration against 60 cell lines.
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.

Features and Benefits

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This compound is featured on the Met page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

General description

Chemical structure: benzenoid

Classe de stockage

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000327297
0000299512
0000299512
0000327297
0000180959

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Consulter la Bibliothèque de documents

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.
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
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
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
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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Contenu apparenté

Data Sheet - G3381

Instructions

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