Home Amines 2037-48-1
2037-48-1,MFCD03093750
Catalog No.:AA00BD7H

2037-48-1 | 2-DEOXYSTREPTAMINE, DIHYDROBROMIDE

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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BD7H
Chemical Name:
2-DEOXYSTREPTAMINE, DIHYDROBROMIDE
CAS Number:
2037-48-1
Molecular Formula:
C6H14N2O3
Molecular Weight:
162.1870
MDL Number:
MFCD03093750
SMILES:
C1C(C(C(C(C1N)O)O)O)N
Properties
Computed Properties
 
Complexity:
130  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
4  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
5  
XLogP3:
-3.2  

Literature

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Journal: Biochimica et biophysica acta 20121101

Title: Discovery of parallel pathways of kanamycin biosynthesis allows antibiotic manipulation.

Journal: Nature chemical biology 20111009

Title: Conjugate of neamine and 2-deoxystreptamine mimic connected by an amide bond.

Journal: Bioorganic & medicinal chemistry letters 20110815

Title: Genetic reconstruction of protozoan rRNA decoding sites provides a rationale for paromomycin activity against Leishmania and Trypanosoma.

Journal: PLoS neglected tropical diseases 20110501

Title: Influence of charge and structure on the coordination chemistry of copper aminoglycosides.

Journal: Dalton transactions (Cambridge, England : 2003) 20110227

Title: Biosynthetic approach for the production of new aminoglycoside derivative.

Journal: Journal of bioscience and bioengineering 20100701

Title: Thermodynamics and kinetics of association of antibiotics with the aminoglycoside acetyltransferase (3)-IIIb, a resistance-causing enzyme.

Journal: Biochemistry 20100518

Title: Interactions of coenzyme A with the aminoglycoside acetyltransferase (3)-IIIb and thermodynamics of a ternary system.

Journal: Biochemistry 20100518

Title: Biosynthesis of paromamine derivatives in engineered Escherichia coli by heterologous expression.

Journal: Journal of applied microbiology 20100501

Title: Mutation K42R in ribosomal protein S12 does not affect susceptibility of Mycobacterium smegmatis 16S rRNA A-site mutants to 2-deoxystreptamines.

Journal: PloS one 20100101

Title: Development of a multicommutated flow system with chemiluminometric detection for quantification of gentamicin in pharmaceuticals.

Journal: Journal of automated methods & management in chemistry 20100101

Title: Revisiting plus-strand DNA synthesis in retroviruses and long terminal repeat retrotransposons: dynamics of enzyme: substrate interactions.

Journal: Viruses 20091201

Title: Synthesis of neamine-derived pseudodisaccharides by stereo- and regio-selective functional group transformations.

Journal: Organic & biomolecular chemistry 20091021

Title: Asymmetric desymmetrization of 4,5-epoxycyclohex-1-ene by enantioselective allylic oxidation.

Journal: Organic letters 20090806

Title: Heterologous production of paromamine in Streptomyces lividans TK24 using kanamycin biosynthetic genes from Streptomyces kanamyceticus ATCC12853.

Journal: Molecules and cells 20090531

Title: Aminoglycosides: molecular insights on the recognition of RNA and aminoglycoside mimics.

Journal: Perspectives in medicinal chemistry 20090101

Title: Medium- and short-chain dehydrogenase/reductase gene and protein families : the MDR superfamily.

Journal: Cellular and molecular life sciences : CMLS 20081201

Title: The neomycin biosynthetic gene cluster of Streptomyces fradiae NCIMB 8233: genetic and biochemical evidence for the roles of two glycosyltransferases and a deacetylase.

Journal: Organic & biomolecular chemistry 20080921

Title: Mechanistic study on the reaction of a radical SAM dehydrogenase BtrN by electron paramagnetic resonance spectroscopy.

Journal: Biochemistry 20080826

Title: A convenient synthesis of orthogonally protected 2-deoxystreptamine (2-DOS) as an aminocyclitol scaffold for the development of novel aminoglycoside antibiotic derivatives against bacterial resistance.

Journal: Organic & biomolecular chemistry 20080821

Title: Fully orthogonally protected 2-deoxystreptamine from kanamycin.

Journal: The Journal of organic chemistry 20080704

Title: Improved liquid chromatographic method with pulsed electrochemical detection for the analysis of gentamicin.

Journal: Journal of chromatography. A 20080502

Title: Heterologous production and detection of recombinant directing 2-deoxystreptamine (DOS) in the non-aminoglycoside-producing host Streptomyces venezuelae YJ003.

Journal: Journal of microbiology and biotechnology 20080501

Title: Structure of 2-deoxy-scyllo-inosose synthase, a key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics, in complex with a mechanism-based inhibitor and NAD+.

Journal: Proteins 20080201

Title: Characterization and mechanistic study of a radical SAM dehydrogenase in the biosynthesis of butirosin.

Journal: Journal of the American Chemical Society 20071212

Title: Aminoglycoside antibiotic derivatives: preparation and evaluation of toxicity on cochlea and vestibular tissues and antimicrobial activity.

Journal: Bioorganic & medicinal chemistry 20070601

Title: Modifications of aminoglycoside antibiotics targeting RNA.

Journal: Medicinal research reviews 20070501

Title: A short and scalable route to orthogonally O-protected 2-deoxystreptamine.

Journal: The Journal of organic chemistry 20070427

Title: Biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics.

Journal: Natural product reports 20061201

Title: Biochemical and thermodynamic characterization of compounds that bind to RNA hairpin loops: toward an understanding of selectivity.

Journal: Biochemistry 20060912

Title: Crystal structure of the bacterial ribosomal decoding site complexed with amikacin containing the gamma-amino-alpha-hydroxybutyryl (haba) group.

Journal: Biochimie 20060801

Title: Exploration of genes that encode a carbocycle-forming enzyme involved in biosynthesis of aminoglycoside antibiotics from the environmental DNA.

Journal: Bioscience, biotechnology, and biochemistry 20060701

Title: Biosynthesis of 2-deoxystreptamine by three crucial enzymes in Streptomyces fradiae NBRC 12773.

Journal: The Journal of antibiotics 20051201

Title: Discovery of non-carbohydrate inhibitors of aminoglycoside-modifying enzymes.

Journal: Bioorganic & medicinal chemistry 20051115

Title: The synthesis and 16S A-site rRNA recognition of carbohydrate-free aminoglycosides.

Journal: Bioorganic & medicinal chemistry letters 20051115

Title: Size-specific ligands for RNA hairpin loops.

Journal: Journal of the American Chemical Society 20050914

Title: Synthesis of a library of stereo- and regiochemically diverse aminoglycoside derivatives.

Journal: Organic & biomolecular chemistry 20050807

Title: Crystallization and X-ray analysis of 2-deoxy-scyllo-inosose synthase, the key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics.

Journal: Acta crystallographica. Section F, Structural biology and crystallization communications 20050701

Title: Extended sequence and functional analysis of the butirosin biosynthetic gene cluster in Bacillus circulans SANK 72073.

Journal: The Journal of antibiotics 20050601

Title: Stereochemical recognition of doubly functional aminotransferase in 2-deoxystreptamine biosynthesis.

Journal: Journal of the American Chemical Society 20050427

Title: The neomycin biosynthetic gene cluster of Streptomyces fradiae NCIMB 8233: characterisation of an aminotransferase involved in the formation of 2-deoxystreptamine.

Journal: Organic & biomolecular chemistry 20050421

Title: Stereospecificity of hydride transfer in NAD+-catalyzed 2-deoxy-scyllo-inosose synthase, the key enzyme in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics.

Journal: Bioorganic chemistry 20050401

Title: 2-Deoxystreptamine: central scaffold of aminoglycoside antibiotics.

Journal: Chemical reviews 20050301

Title: A new family of glucose-1-phosphate/glucosamine-1-phosphate nucleotidylyltransferase in the biosynthetic pathways for antibiotics.

Journal: Journal of the American Chemical Society 20050216

Title: Characterization of L-glutamine:2-deoxy-scyllo-inosose aminotransferase (tbmB) from Streptomyces tenebrarius.

Journal: Bioorganic & medicinal chemistry letters 20050103

Title: Thermodynamics of aminoglycoside binding to aminoglycoside-3'-phosphotransferase IIIa studied by isothermal titration calorimetry.

Journal: Biochemistry 20041123

Title: Molecular cloning and characterization of a 2-deoxystreptamine biosynthetic gene cluster in gentamicin-producing Micromonospora echinospora ATCC15835.

Journal: Molecules and cells 20040831

Title: Efficient preparation of a 1,3-diazidocyclitol as a versatile 2-deoxystreptamine precursor.

Journal: The Journal of organic chemistry 20040625

Title: Rational design of azepane-glycoside antibiotics targeting the bacterial ribosome.

Journal: Bioorganic & medicinal chemistry letters 20040209

Title: Active site mapping of 2-deoxy-scyllo-inosose synthase, the key starter enzyme for the biosynthesis of 2-deoxystreptamine. Mechanism-based inhibition and identification of lysine-141 as the entrapped nucleophile.

Journal: The Journal of organic chemistry 20040206

Title: An approach for cloning biosynthetic genes of 2-deoxystreptamine-containing aminocyclitol antibiotics: isolation of a biosynthetic gene cluster of tobramycin from Streptomyces tenebrarius.

Journal: Biotechnology letters 20031201

Title: Synthesis of linked carbohydrates and evaluation of their binding for 16S RNA by mass spectrometry.

Journal: Bioorganic & medicinal chemistry letters 20031117

Title: Novel acyclic deoxystreptamine mimetics targeting the ribosomal decoding site.

Journal: Chembiochem : a European journal of chemical biology 20030905

Title: Solution chemistry of copper(II)-gentamicin complexes: relevance to metal-related aminoglycoside toxicity.

Journal: Inorganic chemistry 20030310

Title: Biosynthesis of aminoglycoside antibiotics: cloning, expression and characterisation of an aminotransferase involved in the pathway to 2-deoxystreptamine.

Journal: Chemical communications (Cambridge, England) 20021207

Title: Novel 2,5-dideoxystreptamine derivatives targeting the ribosomal decoding site RNA.

Journal: Bioorganic & medicinal chemistry letters 20021202

Title: First identification of Streptomyces genes involved in the biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics--genetic and evolutionary analysis of L-glutamine:2-deoxy-scyllo-inosose aminotransferase genes.

Journal: The Journal of antibiotics 20021101

Title: Identification of L-glutamine: 2-deoxy-scyllo-inosose aminotransferase required for the biosynthesis of butirosin in Bacillus circulans.

Journal: The Journal of antibiotics 20020801

Title: Significance of the 20-kDa subunit of heterodimeric 2-deoxy-scyllo-inosose synthase for the biosynthesis of butirosin antibiotics in Bacillus circulans.

Journal: Bioscience, biotechnology, and biochemistry 20020701

Title: Importance of specific hydrogen-bond donor-acceptor interactions for the key carbocycle-forming reaction catalyzed by 2-deoxy-scyllo-inosose synthase in the biosynthesis of 2-deoxystreptamine-containing aminocyclitol antibiotics.

Journal: The Journal of organic chemistry 20020614

Title: Sequence-specific recognition of the major groove of RNA by deoxystreptamine.

Journal: Biochemistry 20020521

Title: An efficient synthesis of mimetics of neamine for RNA recognition.

Journal: Organic letters 20010531

Title: Study of aminoglycoside-nucleic acid interactions by an HPLC method.

Journal: Bioorganic & medicinal chemistry letters 20010423

Title: In-vitro activities of aminoglycoside-aminocyclitols against mycobacteria.

Journal: The Journal of antimicrobial chemotherapy 19970701

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Tags:2037-48-1 Molecular Formula|2037-48-1 MDL|2037-48-1 SMILES|2037-48-1 2-DEOXYSTREPTAMINE, DIHYDROBROMIDE