Home Amines 58-58-2
58-58-2,MFCD00012691
Catalog No.:AA00IA8M

58-58-2 | Adenosine,3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-, dihydrochloride

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1mg
98%
in stock  
$13.00   $9.00
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5mg
98%
in stock  
$37.00   $26.00
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25mg
≥98%
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$50.00   $35.00
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50mg
≥98%
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$70.00   $49.00
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100mg
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500mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00IA8M
Chemical Name:
Adenosine,3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-, dihydrochloride
CAS Number:
58-58-2
Molecular Formula:
C22H31Cl2N7O5
Molecular Weight:
544.4314
MDL Number:
MFCD00012691
SMILES:
OC[C@H]1O[C@H]([C@@H]([C@@H]1NC(=O)[C@H](Cc1ccc(cc1)OC)N)O)n1cnc2c1ncnc2N(C)C.Cl.Cl
Properties
Computed Properties
 
Complexity:
680  
Covalently-Bonded Unit Count:
3  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
8  

Downstream Synthesis Route
6404-26-8    58-58-2   
N-3’-(α-amino-p-methoxyhydrocinnamamido)-3’-deoxy-N,N-dimethyldenosinyl-N-α-(t-butoxycarbonyl)-N-ε-acetyl-L-lysineamide 

[1]Patent:WO2015/21305,2015,A1.Locationinpatent:Page/Pagecolumn107

[2]Patent:US9872919,2018,B2.Locationinpatent:Page/Pagecolumn40;41

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Journal: Molecular genetics and genomics : MGG 20050601

Title: Uncovering the enzymatic pKa of the ribosomal peptidyl transferase reaction utilizing a fluorinated puromycin derivative.

Journal: Biochemistry 20050503

Title: Saccharomyces cerevisiae translational activator Cbs1p is associated with translationally active mitochondrial ribosomes.

Journal: Biological chemistry 20050501

Title: Primary human glomerular endothelial cells produce proteoglycans, and puromycin affects their posttranslational modification.

Journal: American journal of physiology. Renal physiology 20050401

Title: Pineal circadian clocks gate arylalkylamine N-acetyltransferase gene expression in the mouse pineal gland.

Journal: Journal of neurochemistry 20050401

Title: Kinetic isotope effect analysis of the ribosomal peptidyl transferase reaction.

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Title: The pur6 gene of the puromycin biosynthetic gene cluster from Streptomyces alboniger encodes a tyrosinyl-aminonucleoside synthetase.

Journal: FEBS letters 20041119

Title: Bacterial endotoxin induces IL-20 expression in the glial cells.

Journal: Brain research. Molecular brain research 20041104

Title: Superinduction of CYP1A1 in MCF10A cultures by cycloheximide, anisomycin, and puromycin: a process independent of effects on protein translation and unrelated to suppression of aryl hydrocarbon receptor proteolysis by the proteasome.

Journal: Molecular pharmacology 20041001

Title: Ribosome-translocon complex mediates calcium leakage from endoplasmic reticulum stores.

Journal: Journal of cell science 20040815

Title: Podocyte migration during nephrotic syndrome requires a coordinated interplay between cathepsin L and alpha3 integrin.

Journal: The Journal of biological chemistry 20040813

Title: Pregnancy following chemical activation of oocytes in a couple with repeated failure of fertilization using ICSI: case report.

Journal: Human reproduction (Oxford, England) 20040701

Title: A general approach to detect protein expression in vivo using fluorescent puromycin conjugates.

Journal: Chemistry & biology 20040701

Title: Polyamines affect diversely the antibiotic potency: insight gained from kinetic studies of the blasticidin S AND spiramycin interactions with functional ribosomes.

Journal: The Journal of biological chemistry 20040618

Title: Ultrastructural study of apoptotic U937 [corrected] cells treated with different pro-apoptotic substances.

Journal: Microscopy research and technique 20040501

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Journal: Indian journal of experimental biology 20040301

Title: Recovery from DNA damage-induced G2 arrest requires actin-binding protein filamin-A/actin-binding protein 280.

Journal: The Journal of biological chemistry 20040213

Title: Identification of estrogen-responsive genes by complementary deoxyribonucleic acid microarray and characterization of a novel early estrogen-induced gene: EEIG1.

Journal: Molecular endocrinology (Baltimore, Md.) 20040201

Title: Role of a conserved membrane-embedded acidic residue in the multidrug transporter MdfA.

Journal: Biochemistry 20040120

Title: Protein synthesis is necessary for dendritic spine proliferation in adult brain slices.

Journal: Brain research 20040116

Title: Puromycin selectively increases mdr1a expression in immortalized rat brain endothelial cell lines.

Journal: Journal of neurochemistry 20040101

Title: EF-G-independent reactivity of a pre-translocation-state ribosome complex with the aminoacyl tRNA substrate puromycin supports an intermediate (hybrid) state of tRNA binding.

Journal: RNA (New York, N.Y.) 20040101

Title: Establishment of stable melanoma cell line expressing a novel gene, jpk, using a tetracycline-controlled gene expression system.

Journal: Molecular biotechnology 20040101

Title: Inhibition of puromycin-induced apoptosis in breast cancer cells by IGF-I occurs simultaneously with increased protein synthesis.

Journal: Neoplasma 20040101

Title: Nuclear dynamics of parthenogenesis of human oocytes: effect of oocyte aging in vitro.

Journal: Gynecologic and obstetric investigation 20040101

Title: The comet assay differentiates efficiently and rapidly between genotoxins and cytotoxins in quiescent cells.

Journal: Cell biology international 20040101

Title: Cytosolic and endoplasmic reticulum Ca2+ concentrations determine the extent and the morphological type of apoptosis, respectively.

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Title: Hypoxic stress stably alters apoptotic parameters on U937 cells.

Journal: Annals of the New York Academy of Sciences 20031201

Title: Rescue of cells from apoptosis by antioxidants occurs downstream from GSH extrusion.

Journal: Annals of the New York Academy of Sciences 20031201

Title: Apoptotic GSH extrusion is associated with free radical generation.

Journal: Annals of the New York Academy of Sciences 20031201

Title: Specific nonpeptide inhibitors of puromycin-sensitive aminopeptidase with a 2,4(1H,3H)-quinazolinedione skeleton.

Journal: Chemical & pharmaceutical bulletin 20031101

Title: High-yield immobilization of a puromycin analogue for the solid support synthesis of aminoacyl-tRNA fragments.

Journal: Organic letters 20030724

Title: HtrA is a key factor in the response to specific stress conditions in Lactococcus lactis.

Journal: FEMS microbiology letters 20030715

Title: In vitro protein microarrays for detecting protein-protein interactions: application of a new method for fluorescence labeling of proteins.

Journal: Proteomics 20030701

Title: Mutation of active site residues of the puromycin-sensitive aminopeptidase: conversion of the enzyme into a catalytically inactive binding protein.

Journal: Archives of biochemistry and biophysics 20030515

Title: Differential regulation of proteasome-dependent estrogen receptor alpha and beta turnover in cultured human uterine artery endothelial cells.

Journal: The Journal of clinical endocrinology and metabolism 20030501

Title: Genomic effect of glucocorticoids on enzymes of intermediary metabolism in Oreochromis mossambicus.

Journal: Endocrine research 20030501

Title: N-linked oligosaccharide processing, but not association with calnexin/calreticulin is highly correlated with endoplasmic reticulum-associated degradation of antithrombin Glu313-deleted mutant.

Journal: Archives of biochemistry and biophysics 20030315

Title: Catalytic properties of mutant 23 S ribosomes resistant to oxazolidinones.

Journal: The Journal of biological chemistry 20030314

Title: A practical route to 3'-amino-3'-deoxyadenosine derivatives and puromycin analogues.

Journal: The Journal of organic chemistry 20030307

Title: A comparative study on the rectal aminopeptidase enzymatic activities of different species.

Journal: Die Pharmazie 20030301

Title: Kinetics of inhibition of ribonuclease P activity by peptidyltransferase inhibitors. Effect of antibiotics on RNase P.

Journal: Molecular biology reports 20030301

Title: Demonstration of puromycin-sensitive alanyl aminopeptidase in Alzheimer disease brain.

Journal: Legal medicine (Tokyo, Japan) 20030301

Title: Relationship of chloroquine-induced redistribution of a neutral aminopeptidase to hemoglobin accumulation in malaria parasites.

Journal: Archives of biochemistry and biophysics 20030215

Title: Fluorescent bioprobes for visualization of puromycin-sensitive aminopeptidase in living cells.

Journal: Bioorganic & medicinal chemistry letters 20030106

Title: 17alpha-estradiol-induced VEGF-A expression in rat pituitary tumor cells is mediated through ER independent but PI3K-Akt dependent signaling pathway.

Journal: Biochemical and biophysical research communications 20030103

Title: Hypercholesterolemia is a prerequisite for puromycin inducible damage in mouse kidney.

Journal: Kidney international 20030101

Title: Structural basis of the ribosomal machinery for peptide bond formation, translocation, and nascent chain progression.

Journal: Molecular cell 20030101

Title: Effects of changes in hydromineral balance on rat brain aspartyl, arginyl, and alanyl aminopeptidase activities.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20030101

Title: Parthenogenetic activation of rat oocytes and their development (in vitro).

Journal: Reproduction, fertility, and development 20030101

Title: Cell shape and plasma membrane alterations after static magnetic fields exposure.

Journal: European journal of histochemistry : EJH 20030101

Title: Puromycin insensitive leucyl-specific aminopeptidase (PILSAP) is involved in the activation of endothelial integrins.

Journal: Journal of cellular physiology 20021101

Title: Identification of a set of genes involved in the biosynthesis of the aminonucleoside moiety of antibiotic A201A from Streptomyces capreolus.

Journal: European journal of biochemistry 20021101

Title: Lack of dependance of transcription-induced cytosine deaminations on protein synthesis.

Journal: Mutation research 20021031

Title: A new functional screening system for identification of regulators for the generation of amyloid beta-protein.

Journal: The Journal of biological chemistry 20021018

Title: The final N-terminal trimming of a subaminoterminal proline-containing HLA class I-restricted antigenic peptide in the cytosol is mediated by two peptidases.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20021015

Title: SPARK--a novel method to monitor ribosomal peptidyl transferase activity.

Journal: Biochemistry 20021001

Title: Evidence for constitutive expression of bovine adrenal a3beta4* nicotinic acetylcholine receptors.

Journal: Annals of the New York Academy of Sciences 20021001

Title: Immunohistochemical localization of napsin and its potential role in protein catabolism in renal proximal tubules.

Journal: Archives of histology and cytology 20021001

Title: DNA damage-processing in E. coli: on-going protein synthesis is required for fixation of UV-induced lethality and mutation.

Journal: DNA repair 20021001

Title: ClpP is involved in the stress response and degradation of misfolded proteins in Salmonella enterica serovar Typhimurium.

Journal: Microbiology (Reading, England) 20020901

Title: Detection of cellular responses to toxicants by dielectrophoresis.

Journal: Biochimica et biophysica acta 20020831

Title: [Effect of astragalus-angelica mixture on osteopontin expression in rats with chronic nephrosclerosis].

Journal: Zhongguo Zhong xi yi jie he za zhi Zhongguo Zhongxiyi jiehe zazhi = Chinese journal of integrated traditional and Western medicine 20020801

Title: Basal and physiological Ca(2+) leak from the endoplasmic reticulum of pancreatic acinar cells. Second messenger-activated channels and translocons.

Journal: The Journal of biological chemistry 20020719

Title: Cyclosporin A improves the selection of cells transfected with the puromycin acetyltransferase gene.

Journal: BioTechniques 20020701

Title: A mouse orthologue of puromycin-insensitive leucyl-specific aminopeptidase is expressed in endothelial cells and plays an important role in angiogenesis.

Journal: Blood 20020501

Title: The pivotal role of guanine phosphoribosyltransferase in purine salvage by Giardia lamblia.

Journal: Molecular microbiology 20020501

Title: A pre-translocational intermediate in protein synthesis observed in crystals of enzymatically active 50S subunits.

Journal: Nature structural biology 20020301

Title: Peptidase activities in human semen.

Journal: Peptides 20020301

Title: Synthesis of a conformationally locked version of puromycin amino nucleoside.

Journal: Organic letters 20020221

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SDS
Tags:58-58-2 Molecular Formula|58-58-2 MDL|58-58-2 SMILES|58-58-2 Adenosine,3'-[[(2S)-2-amino-3-(4-methoxyphenyl)-1-oxopropyl]amino]-3'-deoxy-N,N-dimethyl-, dihydrochloride