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α-D-lyxo-

CAS No.:
6980-18-3
Catalog Number:
AG00FH7H
Molecular Formula:
C14H25N3O9
Molecular Weight:
379.3630
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Product Description
Catalog Number:
AG00FH7H
Chemical Name:
α-D-lyxo-
CAS Number:
6980-18-3
Molecular Formula:
C14H25N3O9
Molecular Weight:
379.3630
MDL Number:
MFCD00136694
IUPAC Name:
2-amino-2-[(2R,3S,5S,6R)-5-amino-2-methyl-6-[(2R,3S,5S,6S)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]iminoacetic acid
InChI:
InChI=1S/C14H25N3O9/c1-3-5(17-12(16)13(23)24)2-4(15)14(25-3)26-11-9(21)7(19)6(18)8(20)10(11)22/h3-11,14,18-22H,2,15H2,1H3,(H2,16,17)(H,23,24)/t3-,4+,5+,6?,7+,8+,9-,10+,11?,14-/m1/s1
InChI Key:
PVTHJAPFENJVNC-UQTMRZPGSA-N
SMILES:
N[C@H]1C[C@H](NC(=N)C(=O)O)[C@H](O[C@@H]1O[C@@H]1[C@@H](O)[C@@H](O)[C@H]([C@@H]([C@H]1O)O)O)C
UNII:
O957UYB9DY
Properties
Complexity:
532  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
0
Exact Mass:
379.159g/mol
Formal Charge:
0
Heavy Atom Count:
26  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
8  
Isotope Atom Count:
0
Molecular Weight:
379.366g/mol
Monoisotopic Mass:
379.159g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
221A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-6.7  
Literature
Title Journal
Simultaneous determination of 15 aminoglycoside(s) residues in animal derived foods by automated solid-phase extraction and liquid chromatography-tandem mass spectrometry. Food chemistry 20121115
Residues and dynamics of kasugamycin in chilli and soil. Bulletin of environmental contamination and toxicology 20120901
Chemosensitization as a means to augment commercial antifungal agents. Frontiers in microbiology 20120101
Direct interaction of the N-terminal domain of ribosomal protein S1 with protein S2 in Escherichia coli. PloS one 20120101
Response of methicillin-resistant Staphylococcus aureus to amicoumacin A. PloS one 20120101
Effect of streptomycin treatment on bacterial community structure in the apple phyllosphere. PloS one 20120101
Local absence of secondary structure permits translation of mRNAs that lack ribosome-binding sites. PLoS genetics 20110601
Translation-independent localization of mRNA in E. coli. Science (New York, N.Y.) 20110225
Evaluation of kasugamycin for fire blight management, effect on nontarget bacteria, and assessment of kasugamycin resistance potential in Erwinia amylovora. Phytopathology 20110201
The aminoglycoside resistance methyltransferases from the ArmA/Rmt family operate late in the 30S ribosomal biogenesis pathway. RNA (New York, N.Y.) 20110201
The Neisseria gonorrhoeae photolyase orthologue phrB is required for proper DNA supercoiling but does not function in photo-reactivation. Molecular microbiology 20110201
Unusual regulation of a leaderless operon involved in the catabolism of dimethylsulfoniopropionate in Rhodobacter sphaeroides. PloS one 20110101
Virulence determinants, drug resistance and mobile genetic elements of Laribacter hongkongensis: a genome-wide analysis. Cell & bioscience 20110101
Leaderless genes in bacteria: clue to the evolution of translation initiation mechanisms in prokaryotes. BMC genomics 20110101
Advances in genetic manipulation of obligate intracellular bacterial pathogens. Frontiers in microbiology 20110101
Competence in Streptococcus pneumoniae is regulated by the rate of ribosomal decoding errors. mBio 20110101
Genome of Mycoplasma haemofelis, unraveling its strategies for survival and persistence. Veterinary research 20110101
Paromomycin affects translation and vesicle-mediated trafficking as revealed by proteomics of paromomycin -susceptible -resistant Leishmania donovani. PloS one 20110101
Modification of 16S ribosomal RNA by the KsgA methyltransferase restructures the 30S subunit to optimize ribosome function. RNA (New York, N.Y.) 20101201
Natural toxins for use in pest management. Toxins 20100801
Analysis of antibiotic fungicide kasugamycin in irrigation water by high performance liquid chromatography. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20100701
Exposure effect of fungicide kasugamycin on bacterial community in natural river sediment. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20100701
Translation initiation region dependency of translation initiation in Escherichia coli by IF1 and kasugamycin. The FEBS journal 20100601
Control of glutamate receptor 2 (GluR2) translational initiation by its alternative 3' untranslated regions. Molecular pharmacology 20091201
Isolation and activity of Xenorhabdus antimicrobial compounds against the plant pathogens Erwinia amylovora and Phytophthora nicotianae. Journal of applied microbiology 20090901
CD8(+) T cells restrict Yersinia pseudotuberculosis infection: bypass of anti-phagocytosis by targeting antigen-presenting cells. PLoS pathogens 20090901
Structural rearrangements in the active site of the Thermus thermophilus 16S rRNA methyltransferase KsgA in a binary complex with 5'-methylthioadenosine. Journal of molecular biology 20090501
ksgA mutations confer resistance to kasugamycin in Neisseria gonorrhoeae. International journal of antimicrobial agents 20090401
Less is more for leaderless mRNA translation. Molecular cell 20090130
An unexpected type of ribosomes induced by kasugamycin: a look into ancestral times of protein synthesis? Molecular cell 20090130
The chlamydial functional homolog of KsgA confers kasugamycin sensitivity to Chlamydia trachomatis and impacts bacterial fitness. BMC microbiology 20090101
Global transcriptional response to mammalian temperature provides new insight into Francisella tularensis pathogenesis. BMC microbiology 20080101
Sequence and structural evolution of the KsgA/Dim1 methyltransferase family. BMC research notes 20080101
Acidic pH shock induces the expressions of a wide range of stress-response genes. BMC genomics 20080101
Experimental characterization of Cis-acting elements important for translation and transcription in halophilic archaea. PLoS genetics 20071201
Structure of the chloroplast ribosome: novel domains for translation regulation. PLoS biology 20070801
Structural analysis of kasugamycin inhibition of translation. Nature structural & molecular biology 20061001
The antibiotic kasugamycin mimics mRNA nucleotides to destabilize tRNA binding and inhibit canonical translation initiation. Nature structural & molecular biology 20061001
Antibiotic blocks mRNA path on the ribosome. Nature structural & molecular biology 20061001
DNA sequencing and transcriptional analysis of the kasugamycin biosynthetic gene cluster from Streptomyces kasugaensis M338-M1. The Journal of antibiotics 20060101
Role of mitochondrial ribosome-dependent translation in germline formation in Drosophila embryos. Mechanisms of development 20051001
A novel firmicute protein family related to the actinobacterial resuscitation-promoting factors by non-orthologous domain displacement. BMC genomics 20050101
New media for the semiselective isolation and enumeration of Xanthomonas campestris pv. mangiferaeindicae, the causal agent of mango bacterial black spot. Journal of applied microbiology 20050101
Crystal structure of KsgA, a universally conserved rRNA adenine dimethyltransferase in Escherichia coli. Journal of molecular biology 20040528
Drug resistance in Chromobacterium violaceum. Genetics and molecular research : GMR 20040331
[Techniques of diseases, insect pests and weeds control and their efficacy in bio-rational rice production]. Ying yong sheng tai xue bao = The journal of applied ecology 20040101
Requirement for SAPK-JNK signaling in the induction of apoptosis by ribosomal stress in REH lymphoid leukemia cells. Leukemia 20031101
Human mitochondrial transcription factor B1 methylates ribosomal RNA at a conserved stem-loop. Nature genetics 20030101
kasT gene of Streptomyces kasugaensis M338-M1 encodes a DNA-binding protein which binds to intergenic region of kasU-kasJ in the kasugamycin biosynthesis gene cluster. The Journal of antibiotics 20021201
Differential inhibition of 30S and 70S translation initiation complexes on leaderless mRNA by kasugamycin. Biochemical and biophysical research communications 20021004
Instruction of translating ribosome by nascent peptide. Science (New York, N.Y.) 20020913
Increased sensitivity to protein synthesis inhibitors in cells lacking tmRNA. RNA (New York, N.Y.) 20011201
Establishment of a new cross of the rice blast fungus derived from Japanese differential strain Ina168 and hermaphroditic rice pathogen Guy11. Bioscience, biotechnology, and biochemistry 20010701
Coordination mode and reactivity of copper(II) complexes with kasugamycin. Journal of inorganic biochemistry 20010601
Continuous culture of immobilized streptomyces cells for kasugamycin production. Biotechnology progress 20010101
Small molecules that selectively block RNA binding of HIV-1 Rev protein inhibit Rev function and viral production. Cell 19930924
Properties