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10357-27-4,MFCD03791278
Catalog No.:AA003LTG

10357-27-4 | 4-Nitrophenyl a-D-mannopyranoside

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250mg
95%(HPLC)
in stock  
$48.00   $34.00
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1g
95
in stock  
$142.00   $99.00
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5g
95%(HPLC)
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$572.00   $400.00
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25g
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$2,406.00   $1,684.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003LTG
Chemical Name:
4-Nitrophenyl a-D-mannopyranoside
CAS Number:
10357-27-4
Molecular Formula:
C12H15NO8
Molecular Weight:
301.2494
MDL Number:
MFCD03791278
SMILES:
OC[C@H]1O[C@H](Oc2ccc(cc2)[N+](=O)[O-])[C@H]([C@H]([C@@H]1O)O)O
Properties
Properties
 
BP:
582.2°C at 760 mmHg  
Form:
Solid  
MP:
179-181 °C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
354  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
-0.4  

Downstream Synthesis Route

[1]Uzawa,Hirotaka;Ito,Hiroki;Izumi,Masayuki;Tokuhisa,Hideo;Taguchi,Kazuhiro;Minoura,Norihiko[Tetrahedron,2005,vol.61,#24,p.5895-5905]

[2]Nagase;Shinkai;Hamachi[ChemicalCommunications,2001,#3,p.229-230]

[3]CurrentPatentAssignee:HARBINMEDICALUNIVERSITY-CN111249234,2020,ALocationinpatent:Paragraph0072;0077

[4]CurrentPatentAssignee:HARBINMEDICALUNIVERSITY-CN111249235,2020,ALocationinpatent:Paragraph0085;0090

[5]Beiroth,Femke;Koudelka,Tomas;Overath,Thorsten;Knight,StefanD.;Tholey,Andreas;Lindhorst,ThisbeK.[BeilsteinJournalofOrganicChemistry,2018,vol.14,p.1890-1900]

[6]Amaike;Kobayashi;Shinkai[BulletinoftheChemicalSocietyofJapan,2000,vol.73,#11,p.2553-2558]

[7]CurrentPatentAssignee:BAYERAG-US6271342,2001,B1

[8]Downs,FrederickJ.;Carroll,RobertW.[CarbohydrateResearch,1981,vol.88,p.323-325]

[9]Westphal;Feier[ChemischeBerichte,1956,vol.89,p.582,587]

[10]Kieburg,Christoffer;Lindhorst,ThisbeK.[TetrahedronLetters,1997,vol.38,#22,p.3885-3888]

[11]Hartmann,Mirja;Horst,AndreaK.;Klemm,Per;Lindhorst,ThisbeK.[ChemicalCommunications,2010,vol.46,#2,p.330-332]

[12]Locationinpatent:experimentalpartGrabosch,Carsten;Hartmann,Mirja;Schmidt-Lassen,Joern;Lindhorst,ThisbeK.[ChemBioChem,2011,vol.12,#7,p.1066-1074]

[1]Kieburg,Christoffer;Lindhorst,ThisbeK.[TetrahedronLetters,1997,vol.38,#22,p.3885-3888]

Literature

Title: Metal-ion dependent catalytic properties of Sulfolobus solfataricus class ii α-mannosidase.

Journal: Biochemistry 20121009

Title: Channel-forming activities in the glycosomal fraction from the bloodstream form of Trypanosoma brucei.

Journal: PloS one 20120101

Title: Expression and characterization of an extremely thermostable β-glycosidase (mannosidase) from the hyperthermophilic archaeon Pyrococcus furiosus DSM3638.

Journal: New biotechnology 20111001

Title: Synthesis of glycopeptide dendrimers, dimerization and affinity for Concanavalin A.

Journal: Bioorganic & medicinal chemistry 20110501

Title: Development of an aggregation assay to screen FimH antagonists.

Journal: Journal of microbiological methods 20100901

Title: Structure-based drug design and optimization of mannoside bacterial FimH antagonists.

Journal: Journal of medicinal chemistry 20100624

Title: Mechanistic insights into a Ca2+-dependent family of alpha-mannosidases in a human gut symbiont.

Journal: Nature chemical biology 20100201

Title: Rice family GH1 glycoside hydrolases with beta-D-glucosidase and beta-D-mannosidase activities.

Journal: Archives of biochemistry and biophysics 20091101

Title: Transglycosylating and hydrolytic activities of the beta-mannosidase from Trichoderma reesei.

Journal: Biochimie 20090501

Title: [A procedure for determination of acid mannosidase activities in biological fluids].

Journal: Klinicheskaia laboratornaia diagnostika 20090301

Title: Prediction of calcium-binding sites by combining loop-modeling with machine learning.

Journal: BMC structural biology 20090101

Title: Purification and characterization of an alpha-mannosidase from the tropical fruit babaco ( Vasconcellea x heilbornii Cv. babaco).

Journal: Journal of agricultural and food chemistry 20081126

Title: Characterization of the Bacillus subtilis WL-3 mannanase from a recombinant Escherichia coli.

Journal: Journal of microbiology (Seoul, Korea) 20080601

Title: Cloning, sequence, expression and characterization of human beta-mannosidase.

Journal: Acta biochimica Polonica 20080101

Title: Sensitive and rapid electrochemical bioassay of glycosidase activity.

Journal: The Analyst 20060801

Title: Purification and characterization of a beta-D-mannosidase from the marine anaspidean Aplysia fasciata.

Journal: Journal of biotechnology 20050922

Title: Targeted delivery of a triplex-forming oligonucleotide to hepatic stellate cells.

Journal: Biochemistry 20050322

Title: The production, purification and characterisation of two novel alpha-D-mannosidases from Aspergillus phoenicis.

Journal: Carbohydrate research 20050321

Title: Unique metal dependency of cytosolic alpha-mannosidase from Thermotoga maritima, a hyperthermophilic bacterium.

Journal: Archives of biochemistry and biophysics 20030701

Title: [Inhibition of ER alpha-mannosidase expression causes reduction and shortening of microvilli on rat liver epithelial cell WB-F344].

Journal: Zhongguo yi xue ke xue yuan xue bao. Acta Academiae Medicinae Sinicae 20030201

Title: Co(II)-regulated substrate specificity of cytosolic alpha-mannosidase.

Journal: Journal of biochemistry 20020801

Title: Modification of glycosylation reduces microvilli on rat liver epithelial cells.

Journal: Cell biology international 20020101

Title: Binding inhibition of type 1 fimbriae to human granulocytes: a flow cytometric inhibition assay using trivalent cluster mannosides.

Journal: Medical microbiology and immunology 20011201

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Tags:10357-27-4 Molecular Formula|10357-27-4 MDL|10357-27-4 SMILES|10357-27-4 4-Nitrophenyl a-D-mannopyranoside