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N3016

Sigma-Aldrich

p-Nitrophenyl galacto-N-bioside

O-glycosidase substrate, ≥98%, powder

Synonym(s):

4-Nitrophenyl 2-acetamido-2-deoxy-3-O-(β-D-galactopyranosyl)-α-D-galactopyranoside, PNP Gal-β1,3-GalNAc

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About This Item

Linear Formula:
(β-D-Gal-[1→3]-α-D-GalNAc-1→OC6H4NO2
CAS Number:
59837-14-8
Molecular Weight:
504.44
MDL number:
MFCD00064051
UNSPSC Code:
12352204
PubChem Substance ID:
24897614
NACRES:
NA.32

product name

p-Nitrophenyl galacto-N-bioside,

Quality Level

200

SMILES string

[H][C@]1(O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)O[C@H]2[C@@H](O)[C@@H](CO)O[C@H](Oc3ccc(cc3)N(=O)=O)[C@@H]2NC(C)=O

InChI

1S/C20H28N2O13/c1-8(25)21-13-18(35-20-17(29)16(28)14(26)11(6-23)34-20)15(27)12(7-24)33-19(13)32-10-4-2-9(3-5-10)22(30)31/h2-5,11-20,23-24,26-29H,6-7H2,1H3,(H,21,25)/t11-,12-,13-,14+,15+,16+,17-,18-,19+,20+/m1/s1

InChI key

INMOOBMAIAWVBW-UVFFFCKLSA-N

Application

p-Nitrophenyl galacto-N-bioside has been used as a substrate to assay the activity of α-galactosidase (AnGAL), rhamnogalacturonan acetylesterase (AnRAE), and α-L-arabinofuranosidasae (AnAF). It has also been used as a disaccharide model substrate to assay endo-GalNAc-ase S activity in the culture broths.

Biochem/physiol Actions

Substrate for O-glycosidase.

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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D Toki et al.
Biochemical and biophysical research communications, 198(2), 417-423 (1994-01-28)
Cells from patients with acute myeloid leukaemia (AML) contain an abnormally high UDP-GlcNAc: Gal beta 1-3GalNAc-R (GlcNAc to GalNAc) beta 6-N-acetylglucosaminyltransferase (core 2 beta 6-Gn-T) activity. Upon UV irradiation at 350 nm, the substrate Gal beta 1-3GalNAc alpha-p-nitrophenyl acted as
Screening and fermentation of endo-alpha-N-acetylgalactosaminidase S, a mucin-hydrolyzing enzyme from Streptomyces acting on the GalNAc-O-Ser (Thr) linkage
Tanaka Y, et al.
Journal of Fermentation and Bioengineering, 85, 381-387 (1998)
Oksana Fursova et al.
Annals of botany, 110(1), 47-56 (2012-05-17)
Agrobacterium-mediated transformation is widely used to produce insertions into plant genomes. There are a number of well-developed Agrobacterium-mediated transformation methods for dicotyledonous plants, but there are few for monocotyledonous plants. Three hydrolase genes were transiently expressed in Brachypodium distachyon plants

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