Name: Name:Alpha-D-glucopyranosyl fluoride
Brand: Angene
SKU: AG00BS5K
Rating: 90 (10 reviews)

Catalog Number:

AG00BS5K

Chemical Name:

Alpha-D-glucopyranosyl fluoride

CAS Number:

2106-10-7

Molecular Formula:

C6H11FO5

Molecular Weight:

182.1469

MDL Number:

MFCD00132903

IUPAC Name:

(2R,3R,4S,5S,6R)-2-fluoro-6-(hydroxymethyl)oxane-3,4,5-triol

InChI:

InChI=1S/C6H11FO5/c7-6-5(11)4(10)3(9)2(1-8)12-6/h2-6,8-11H,1H2/t2-,3-,4+,5-,6+/m1/s1

InChI Key:

ATMYEINZLWEOQU-DVKNGEFBSA-N

SMILES:

OC[C@H]1O[C@H](F)[C@@H]([C@H]([C@@H]1O)O)O

Complexity:

155

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

182.059g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

182.147g/mol

Monoisotopic Mass:

182.059g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

90.2A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

-1.6

Title	Journal
Rice BGlu1 glycosynthase and wild type transglycosylation activities distinguished by cyclophellitol inhibition.	Carbohydrate research 20120501
Completely β-selective glycosylation using 3,6-O-(o-xylylene)-bridged axial-rich glucosyl fluoride.	Journal of the American Chemical Society 20120425
The role of the oligosaccharide binding cleft of rice BGlu1 in hydrolysis of cellooligosaccharides and in their synthesis by rice BGlu1 glycosynthase.	Protein science : a publication of the Protein Society 20120301
A stepwise solvent-promoted SNi reaction of α-D-glucopyranosyl fluoride: mechanistic implications for retaining glycosyltransferases.	Journal of the American Chemical Society 20120118
A β-(1,2)-glycosynthase and an attempted selection method for the directed evolution of glycosynthases.	Biochemistry 20111129
Mechanistic analysis of trehalose synthase from Mycobacterium smegmatis.	The Journal of biological chemistry 20111014
Aromatic interactions at the catalytic subsite of sucrose phosphorylase: their roles in enzymatic glucosyl transfer probed with Phe52→Ala and Phe52→Asn mutants.	FEBS letters 20110204
Peracetylated alpha-D-glucopyranosyl fluoride and peracetylated alpha-maltosyl fluoride.	Acta crystallographica. Section C, Crystal structure communications 20100315
Enzymatic synthesis of cello-oligosaccharides by rice BGlu1 {beta}-glucosidase glycosynthase mutants.	Glycobiology 20070701
Glycosynthase-mediated synthesis of glycosphingolipids.	Journal of the American Chemical Society 20060517
Overexpression and characterization of two unknown proteins, YicI and YihQ, originated from Escherichia coli.	Protein expression and purification 20040901
Crystal structure of the covalent intermediate of amylosucrase from Neisseria polysaccharea.	Biochemistry 20040323
alpha-1,4-Glucan lyase performs a trans-elimination via a nucleophilic displacement followed by a syn-elimination.	Journal of the American Chemical Society 20020508
Alpha-glucosidase mutant catalyzes 'alpha-glycosynthase'-type reaction.	Bioscience, biotechnology, and biochemistry 20020401