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Merck

A9789

Anisomycin

from Streptomyces griseolus, ≥98% (HPLC), solid, protein synthesis inhibitor

Synonyme(s) :

(2R,3S,4S)-2-(4-Methoxybenzyl)-3,4-pyrrolidinediol-3-acetate, 2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate, Flagecidin

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About This Item

Formule empirique (notation de Hill) :
C14H19NO4
Numéro CAS:
22862-76-6
Poids moléculaire :
265.30
NACRES:
NA.77
PubChem Substance ID:
24891496
UNSPSC Code:
12352200
EC Number:
245-269-7
MDL number:
MFCD00077650
Beilstein/REAXYS Number:
20705

Nom du produit

Anisomycin from Streptomyces griseolus, ≥98% (HPLC), solid

InChI key

YKJYKKNCCRKFSL-RDBSUJKOSA-N

InChI

1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1

SMILES string

COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1

assay

≥98% (HPLC)

form

solid

color

white to faint yellow

solubility

H2O: 2 mg/mL (Aqueous solutions are stable over a wide range of pH at room temperature.)
DMSO: 20 mg/mL
methanol: 20 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

protein synthesis | interferes

storage temp.

2-8°C

Quality Level

300

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Catégories apparentées

Biochem/physiol Actions

Antibiotic isolated from Streptomyces griseolus that inhibits protein synthesis. Acts by inhibiting peptidyl transferase activity in eukaryote ribosomes.
Antibiotic isolated from Streptomyces griseolus that inhibits protein synthesis. Acts by inhibiting peptidyl transferase activity in eukaryote ribosomes. Reported to induce apoptosis in a variety of cells including promyelocytic leukemia cells, Jurkat cells, ventricular myocytes, and colon adenocarcinoma cells. Initiates intracellular signals and immediate early gene induction. Selective signaling agonist. Potent Jun-NH2 terminal kinase (JNK) agonist. Activates mitogen-activated protein (MAP) kinases (JNK/SAPK and p38/RK). Antiprotozoal agent.

Disclaimer

Hygroscopic

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
0000453631
0000453631
0000442830
0000442830
0000431732

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Consulter la Bibliothèque de documents

Puromycin reactivity does not accurately localize translation at the subcellular level
Enam , Syed Usman et al.
eLife, 9, e60303-e60303 (2020)
J Daubriac et al.
Cell death and differentiation, 16(8), 1146-1155 (2009-04-04)
Pleural fluid accumulation is a frequent clinical observation in diffuse malignant pleural mesothelioma (MPM). The cytological analysis of pleural fluid often reveals the presence of free spheroid aggregates of malignant cells, giving rise to the question of the ability of
Verónica de la Fuente et al.
Scientific reports, 9(1), 12157-12157 (2019-08-23)
Memories are a product of the concerted activity of many brain areas. Deregulation of consolidation and reprocessing of mnemonic traces that encode fearful experiences might result in fear-related psychopathologies. Here, we assessed how pre-established memories change with experience, particularly the
Einar Ö Einarsson et al.
Learning & memory (Cold Spring Harbor, N.Y.), 19(10), 449-452 (2012-09-18)
It has been suggested that memories become more stable and less susceptible to the disruption of reconsolidation over weeks after learning. Here, we test this by targeting the anterior cingulate cortex (ACC) and test its involvement in the formation, consolidation
Shuangxi Li et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(40), 25104-25115 (2020-09-23)
Maintaining the fidelity of nascent peptide chain (NP) synthesis is essential for proteome integrity and cellular health. Ribosome-associated quality control (RQC) serves to resolve stalled translation, during which untemplated Ala/Thr residues are added C terminally to stalled peptide, as shown
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