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N3628

Sigma-Aldrich

4-Nitrophenyl α-L-fuco­pyran­oside

≥98% (TLC), powder

Synonyme(s) :

4-Nitrophenyl alpha-L-fucopyranoside

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About This Item

Formule empirique (notation de Hill):
C12H15NO7
Numéro CAS:
10231-84-2
Poids moléculaire :
285.25
Numéro Beilstein :
89535
Numéro CE :
233-553-3
Numéro MDL:
MFCD00063697
Code UNSPSC :
12352204
ID de substance PubChem :
24897654
Nomenclature NACRES :
NA.32

product name

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

Niveau de qualité

200

Pureté

≥98% (TLC)

Forme

powder

Solubilité

acetone: 4 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

DCCILTHSDFBSCK-RCGNDRPLSA-N

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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

Actions biochimiques/physiologiques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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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
Beatrice Cobucci-Ponzano et al.
Biochemistry, 42(32), 9525-9531 (2003-08-13)
We have recently reported that a functional alpha-L-fucosidase could be expressed by a single insertional mutation in the region of overlap between the ORFs SSO11867 and SSO3060 of the hyperthermophilic Archaeon Sulfolobus solfataricus [Cobucci-Ponzano et al. J. Biol. Chem. (2003)
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
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