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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,

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.

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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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)
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
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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