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N9376

Sigma-Aldrich

4-Nitrophenyl N-acetyl-β-D-glucosaminide

chromogenic, ≥99% (TLC), powder

Sinonimo/i:

4-Nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranoside

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100 MG
CHF 62.70
250 MG
CHF 120.00
500 MG
CHF 223.00
1 G
CHF 263.00

CHF 62.70

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Cambia visualizzazione
100 MG
CHF 62.70
250 MG
CHF 120.00
500 MG
CHF 223.00
1 G
CHF 263.00

About This Item

Formula empirica (notazione di Hill):
C14H18N2O8
Numero CAS:
3459-18-5
Peso molecolare:
342.30
Beilstein:
96193
Numero CE:
222-398-7
Numero MDL:
MFCD00063696
Codice UNSPSC:
12352204
ID PubChem:
24897896
NACRES:
NA.32

CHF 62.70

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Nome del prodotto

4-Nitrophenyl N-acetyl-β-D-glucosaminide, ≥99% (TLC)

Saggio

≥99% (TLC)

Stato

powder

Impurezze

≤0.05% Free p-nitrophenol

Solubilità

water: 5 mg/mL, clear, colorless to very faintly yellow

Temperatura di conservazione

−20°C

Stringa SMILE

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

InChI

1S/C14H18N2O8/c1-7(18)15-11-13(20)12(19)10(6-17)24-14(11)23-9-4-2-8(3-5-9)16(21)22/h2-5,10-14,17,19-20H,6H2,1H3,(H,15,18)/t10-,11-,12-,13-,14-/m1/s1
OMRLTNCLYHKQCK-DHGKCCLASA-N

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Applicazioni

N-acetyl-β-D-glucosaminidase (NAG) has been used:
  • as a substrate to assay N-acetyl-β-D-glucosaminidase (NAG)[1]
  • as a substrate to study chitinase ChiB1 activity[2]
  • to assess degranulation using rat basophilic leukemia (RBL)-2H3 cells[3]

Azioni biochim/fisiol

4-Nitrophenyl N-acetyl-β-D-glucosaminide (NP-GlcNAc) is a widely used hexosaminidase substrate. Enzymatic action cleaves the glycosidic bond and forms 4-nitrophenolate (pNP) which is measured at 405 nm.[4] NP-GlcNAc can also be used in combination with diethylaminoethyl-a-cyclodextrin (DEn-CD) for a rapid and accurate rate assay method for b-N-acetylglucosaminidase. The cyclodextrin derivative is used as an additive to ionize 4-nitrophenol to yellow-colored 4-nitrophenoxide at a pH near 5, the pH optimum for the enzyme.

Substrati

Chromogenic substrate for N-acetyl-glucosaminidase.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
0000378541
0000378541
0000378542
0000311264
0000324655

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Femke Waanders et al.
American journal of kidney diseases : the official journal of the National Kidney Foundation, 53(1), 16-25 (2008-10-01)
Tubulointerstitial damage plays an important role in chronic kidney disease (CKD) with proteinuria. Urinary kidney injury molecule 1 (KIM-1) reflects tubular KIM-1 and is considered a sensitive biomarker for early tubular damage. We hypothesized that a decrease in proteinuria by
Yajun Zhou et al.
FEMS microbiology letters, 363(12) (2016-05-18)
We purified a chitinase from pilei extractions of Coprinopsis cinerea fruiting bodies by ammonium sulfate precipitation and CM Sepharose cation exchange chromatography. MALDI-TOF/TOF MS analysis characterized this purified chitinase as a putative class V chitinase, ChiB1. ChiB1 hydrolyzed colloidal chitin
Kenji Osumi et al.
Carbohydrate research, 339(15), 2633-2635 (2004-10-13)
We found that the recombinant endo-beta-N-acetylglucosaminidase of Mucor hiemalis (Endo-M) expressed in Candida boidinii had the transglycosylation activity of transferring a bisecting hybrid-type oligosaccharide from an ovalbumin glycopeptide to the acceptor (p-nitrophenyl 2-acetamido-2-deoxy-beta-D-glucopyranoside) in a good yield of 43%.
J Kukidome et al.
The Tohoku journal of experimental medicine, 194(1), 23-34 (2001-09-15)
COLO 201, human colon adenocarcinoma cells were incubated with artificial primers, p-nitrophenyl-glycoside derivatives at 1.0 mmol (mM) in the medium containing 10% fetal bovine serum to detect sugar chain elongation. However, when p-nitrophenyl-beta-N-acetylglucosamine (beta-GlcNAc-PNP) was added, the medium changed color
Jin-Jin Xie et al.
International journal of biological macromolecules, 39(4-5), 159-164 (2006-07-04)
Chemical modification of p-chloromercuribenzoate (PCMB) on beta-N-acetyl-d-glucosaminidase (NAGase, EC 3.2.1.52) from green crab (Scylla serrata) has been studied. The results show that sulfhydryl group is essential for the activity of the enzyme. Inhibitory kinetics of the enzyme by mercuric chloride
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