Home Fluorides 2106-10-7
2106-10-7,MFCD00132903
Catalog No.:AA00BS2S

2106-10-7 | Alpha-D-glucopyranosyl fluoride

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250mg
97%
in stock  
$11.00   $8.00
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1g
97%
in stock  
$28.00   $20.00
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5g
97%
in stock  
$139.00   $97.00
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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:
AA00BS2S
Chemical Name:
Alpha-D-glucopyranosyl fluoride
CAS Number:
2106-10-7
Molecular Formula:
C6H11FO5
Molecular Weight:
182.1469
MDL Number:
MFCD00132903
SMILES:
OC[C@H]1O[C@H](F)[C@@H]([C@H]([C@@H]1O)O)O
Properties
Computed Properties
 
Complexity:
155  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
1  
XLogP3:
-1.6  

Downstream Synthesis Route

[1]NatureChemistry,2018,vol.10,p.644-652

[2]JustusLiebigsAnnalenderChemie,1926,vol.447,p.19,26

[1]Macromolecules,2010,vol.43,p.3606-3612

[2]OrganicLetters,2008,vol.10,p.1585-1588

[3]JournalofCarbohydrateChemistry,1995,vol.14,p.1-8

[4]JustusLiebigsAnnalenderChemie,1926,vol.447,p.19,26

[5]JustusLiebigsAnnalenderChemie,1926,vol.447,p.19,26

[6]AngewandteChemie-InternationalEdition,2007,vol.46,p.3885-3888

[7]EuropeanJournalofOrganicChemistry,2013,p.2414-2419

[8]JournalofMolecularCatalysisB:Enzymatic,2014,vol.107,p.132-139

[9]BiochemicalJournal,2016,vol.473,p.463-472

[10]JournaloftheAmericanChemicalSociety,2016,vol.138,p.3175-3182

[1]Synthesis,1988,p.124-127

[2]Patent:US4803263,1989,A

[1]Synthesis,1988,p.124-127

[1]JournalofCarbohydrateChemistry,1994,vol.13,p.81-110

Literature

Title: Rice BGlu1 glycosynthase and wild type transglycosylation activities distinguished by cyclophellitol inhibition.

Journal: Carbohydrate research 20120501

Title: Completely β-selective glycosylation using 3,6-O-(o-xylylene)-bridged axial-rich glucosyl fluoride.

Journal: Journal of the American Chemical Society 20120425

Title: The role of the oligosaccharide binding cleft of rice BGlu1 in hydrolysis of cellooligosaccharides and in their synthesis by rice BGlu1 glycosynthase.

Journal: Protein science : a publication of the Protein Society 20120301

Title: A stepwise solvent-promoted SNi reaction of α-D-glucopyranosyl fluoride: mechanistic implications for retaining glycosyltransferases.

Journal: Journal of the American Chemical Society 20120118

Title: A β-(1,2)-glycosynthase and an attempted selection method for the directed evolution of glycosynthases.

Journal: Biochemistry 20111129

Title: Mechanistic analysis of trehalose synthase from Mycobacterium smegmatis.

Journal: The Journal of biological chemistry 20111014

Title: Aromatic interactions at the catalytic subsite of sucrose phosphorylase: their roles in enzymatic glucosyl transfer probed with Phe52→Ala and Phe52→Asn mutants.

Journal: FEBS letters 20110204

Title: Peracetylated alpha-D-glucopyranosyl fluoride and peracetylated alpha-maltosyl fluoride.

Journal: Acta crystallographica. Section C, Crystal structure communications 20100315

Title: Enzymatic synthesis of cello-oligosaccharides by rice BGlu1 {beta}-glucosidase glycosynthase mutants.

Journal: Glycobiology 20070701

Title: Glycosynthase-mediated synthesis of glycosphingolipids.

Journal: Journal of the American Chemical Society 20060517

Title: Overexpression and characterization of two unknown proteins, YicI and YihQ, originated from Escherichia coli.

Journal: Protein expression and purification 20040901

Title: Crystal structure of the covalent intermediate of amylosucrase from Neisseria polysaccharea.

Journal: Biochemistry 20040323

Title: alpha-1,4-Glucan lyase performs a trans-elimination via a nucleophilic displacement followed by a syn-elimination.

Journal: Journal of the American Chemical Society 20020508

Title: Alpha-glucosidase mutant catalyzes 'alpha-glycosynthase'-type reaction.

Journal: Bioscience, biotechnology, and biochemistry 20020401

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