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N3378

Sigma-Aldrich

4-Nitrophenyl β-D-fuco­pyran­oside

≥98% (TLC), powder

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About This Item

Empirical Formula (Hill Notation):
C12H15NO7
CAS Number:
1226-39-7
Molecular Weight:
285.25
Beilstein/REAXYS Number:
1291394
MDL number:
MFCD00040651
UNSPSC Code:
12352204
PubChem Substance ID:
24897639
NACRES:
NA.32

product name

4-Nitrophenyl β-D-fuco­pyran­oside, ≥98% (TLC)

assay

≥98% (TLC)

form

powder

solubility

ethanol: soluble 25 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

C[C@H]1O[C@@H](Oc2ccc(cc2)[N+]([O-])=O)[C@H](O)[C@@H](O)[C@H]1O

InChI

1S/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-4-2-7(3-5-8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9+,10+,11-,12+/m1/s1

InChI key

YILIDCGSXCGACV-BVWHHUJWSA-N

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Application

4-Nitrophenyl β-D-fucopyranoside has been used as a chromogenic substrate to study substrate specificity and kinetic parameters of β-galactosidase.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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New alkalophilic beta-galactosidase with high activity in alkaline pH region from Teratosphaeria acidotherma AIU BGA-1
Yamada M, et al.
Journal of Bioscience and Bioengineering, 123(1), 15-19 (2017)
Identification, purification and characterization of a novel glycosidase (BgLm1) from Leuconostoc mesenteroides
del Pino-Garcia R, et al.
Food Sci. Technol., 122, 108829-108829 (2020)
Purification and analysis of an extremely halophilic beta-galactosidase from Haloferax alicantei
Holmes M L, et al.
Biochimica et Biophysica Acta, Protein Structure and Molecular Enzymology, 1337(2), 276-286 (1997)
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
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)
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