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49095

Sigma-Aldrich

2-Acetamido-2-deoxy-6-O-(α-L-fucopyranosyl)-D-glucopyranose

≥98.0% (TLC)

Synonym(s):

2-Acetamido-2-deoxy-6-O-(6-deoxy-α-L-galactopyranosyl)-D-glucopyranose, Fucosyl-α-1,6-N-acetylglucosamine

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About This Item

Empirical Formula (Hill Notation):
C14H25NO10
Molecular Weight:
367.35
UNSPSC Code:
12352200
PubChem Substance ID:
329757429
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assay

≥98.0% (TLC)

storage temp.

−20°C

SMILES string

O[C@H]1[C@H](O)[C@@H](NC(C)=O)C(O)O[C@@H]1CO[C@@H]2O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]2O

InChI

1S/C14H25NO10/c1-4-8(17)11(20)12(21)14(24-4)23-3-6-9(18)10(19)7(13(22)25-6)15-5(2)16/h4,6-14,17-22H,3H2,1-2H3,(H,15,16)/t4?,6?,7-,8+,9+,10?,11?,12+,13+,14+/m0/s1

InChI key

BSNVYGSAFLBSSQ-ZXPKOIJOSA-N

Application

Disaccharide for testing alpha-1,6-fucosylation of N-acetylglucosamine

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCBP8474V
BCBP8474

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N Kojima et al.
Journal of biochemistry, 124(4), 726-737 (1998-10-02)
To determine the effect of alpha1,6-linked fucose modification of N-glycans on the expression of polysialic acids (PSAs), the expression of PSAs in a fucose-lacking mutant of Chinese hamster ovary (CHO) cells, Lec13, was compared with that in CHO K1 cells.
Antônia S F do Nascimento et al.
Glycobiology, 25(6), 607-616 (2015-01-13)
We determined the specificity of BTL, a lectin from the red marine alga Bryothamnion triquetrum, toward fucosylated oligosaccharides. BTL showed a strict specificity for the core α1,6-fucosylation, which is an important marker for cancerogenesis and quality control of therapeutical antibodies.
Naoyuki Taniguchi et al.
Current opinion in structural biology, 16(5), 561-566 (2006-09-15)
Identification of the glycosyltransferase genes that are involved in the biosynthesis of glycoconjugates has opened up new avenues in glycobiology, the decoding of the function of sugar chains. Specific biosynthesis of branched N-glycan structures by glycosyltransferases functionally modifies target glycoproteins
E Staudacher et al.
European journal of biochemistry, 199(3), 745-751 (1991-08-01)
Incubation of honeybee (Apis mellifica) venom-gland extracts with GDP-[14C]fucose and GlcNAc beta 1----2Man alpha 1----6(GlcNAc beta 1----2Man alpha 1----3)Man beta 1----4GlcNAc beta 1----4(Fuc alpha 1----6)GlcNAc beta 1----N-Asn-peptide(NAc) gave a labeled product in 40% yield. Analysis by 500-MHz 1H-NMR spectroscopy indicated
Xue-En Liu et al.
Hepatology (Baltimore, Md.), 46(5), 1426-1435 (2007-08-09)
We evaluated the use of blood serum N-glycan fingerprinting as a tool for the diagnosis of hepatocellular carcinoma (HCC) in patients with cirrhosis induced by hepatitis B virus (HBV). A group of 450 HBV-infected patients with liver fibrosis or cirrhosis
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