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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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)
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)
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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