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N3628

4-Nitrophenyl α-L-fuco­pyran­oside

≥98% (TLC), powder

Synonym(s):

4-Nitrophenyl alpha-L-fucopyranoside

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About This Item

Empirical Formula (Hill Notation):
C12H15NO7
CAS Number:
10231-84-2
Molecular Weight:
285.25
NACRES:
NA.32
PubChem Substance ID:
24897654
UNSPSC Code:
12352204
EC Number:
233-553-3
MDL number:
MFCD00063697
Beilstein/REAXYS Number:
89535
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Product Name

4-Nitrophenyl α-L-fuco­pyran­oside, ≥98% (TLC)

Quality Level

200

assay

≥98% (TLC)

form

powder

solubility

acetone: 4 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

C[C@@H]1O[C@@H](OCc2ccc(cc2)[N+]([O-])=O)[C@@H](O)[C@H](O)[C@@H]1O

InChI

1S/C13H17NO7/c1-7-10(15)11(16)12(17)13(21-7)20-6-8-2-4-9(5-3-8)14(18)19/h2-5,7,10-13,15-17H,6H2,1H3/t7-,10+,11+,12-,13+/m0/s1

InChI key

DCCILTHSDFBSCK-RCGNDRPLSA-N

Application

4-Nitrophenyl α-L-fucopyranoside (αfTM) has been used as a chemical substrate for α-fucosidase to determine carbohydrate-active enzymes (CAZymes) activity. It has also been used as a nitrophenyl-linked substrate in p-nitrophenyl glycoside-based enzyme assays to determine the enzyme activity in cecal samples

Biochem/physiol Actions

4-Nitrophenyl α-L-fucopyranoside is a chromogenic substrate that is used in kinetic studies of α-fucosidases.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2904
BCCD0277
BCBN7349V
BCBL9273V
BCBJ6375V

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Alex Steimle et al.
STAR protocols, 2(1), 100326-100326 (2021-03-06)
The gut microbiome expresses a multitude of enzymes degrading polysaccharides in dietary plant fibers and in host-secreted mucus. The quantitative detection of these glycan-degrading enzymes in fecal samples is important to elucidate the functional activity of the microbiome in health
Mahesh S Desai et al.
Cell, 167(5), 1339-1353 (2016-11-20)
Despite the accepted health benefits of consuming dietary fiber, little is known about the mechanisms by which fiber deprivation impacts the gut microbiota and alters disease risk. Using a gnotobiotic mouse model, in which animals were colonized with a synthetic
Erik H Klontz et al.
Nature communications, 11(1), 6204-6204 (2020-12-06)
Fucosylation is important for the function of many proteins with biotechnical and medical applications. Alpha-fucosidases comprise a large enzyme family that recognizes fucosylated substrates with diverse α-linkages on these proteins. Lactobacillus casei produces an α-fucosidase, called AlfC, with specificity towards
M A Cohenford et al.
Analytical biochemistry, 177(1), 172-177 (1989-02-15)
A novel, rapid, and reliable colorimetric method for measuring L-fucose has been developed. This method utilizes NADH formed from the interaction of L-fucose with fucose dehydrogenase and NAD to generate color in a reaction involving CuSO4 and neocuproine. NADH reduces
Mercè Padró et al.
Glycoconjugate journal, 27(2), 277-285 (2009-12-31)
Iminosugars are monosaccharide analogues that have been demonstrated to be specific inhibitors for glycosidases and are currently used therapeutically in several human disorders. N-alkylated derivatives of D-fagomine and (2R,3S,4R,5S)-2-(hydroxymethyl)-5-methylpyrrolidine-3,4-diol with aliphatic chains were tested in eight human cancer cell lines
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Global Trade Item Number

SKUGTIN
N3628-1G04061826691977
N3628-250MG04061832918129
N3628-100MG04061832918112
N3628-25MG04061832918136

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