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N6133

Sigma-Aldrich

4-Nitrophenyl N,N′-diacetyl-β-D-chitobioside

≥99% (TLC)

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Synonym(s):
pNP-chitobiose
Empirical Formula (Hill Notation):
C22H31N3O13
CAS Number:
7284-16-4
Molecular Weight:
545.49
Beilstein:
1445509
UNSPSC Code:
12352204
PubChem Substance ID:
24897770
NACRES:
NA.32

Quality Level

200

Assay

≥99% (TLC)

form

powder

solubility

DMF: 24.50-25.50 mg/mL

storage temp.

2-8°C

SMILES string

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

InChI

1S/C22H31N3O13/c1-9(28)23-15-18(31)17(30)13(7-26)36-22(15)38-20-14(8-27)37-21(16(19(20)32)24-10(2)29)35-12-5-3-11(4-6-12)25(33)34/h3-6,13-22,26-27,30-32H,7-8H2,1-2H3,(H,23,28)(H,24,29)/t13-,14-,15-,16-,17-,18-,19-,20-,21-,22+/m1/s1

InChI key

HWBFEVWOQMUQIE-MVEDJEFUSA-N

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Application

4-Nitrophenyl N,N′-diacetyl-β-D-chitobioside has been used to measure the exochitinase activity of DOI, a novel protein from Chinese yam (Dioscorea opposita Thunb.) and exochitinase activity of ChiEn3 from Coprinopsis cinerea. It has also been used to determine the activity of a chitinolytic enzyme, N-acetyl-β-D-glucosaminidases.

Biochem/physiol Actions

4-Nitrophenyl N,N′-diacetyl-β-D-chitobioside is a substrate for determining exochitinase activity (chitobiosidase activity).

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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A novel thermophilic exochitinase ChiEn3 from Coprinopsis cinerea exhibits a hyperhydrolytic activity toward 85% deacetylated chitosan and a significant application to preparation of chitooligosaccharides from the chitosan
Zhou J, et al.
Carbohydrate Polymers, 207, 729-736 (2019)
Detection and characterization of chitinases and other chitin-modifying enzymes
Howard MB, et al.
Journal of Industrial Microbiology & Biotechnology, 30(11), 627-635 (2003)
Jiangsheng Zhou et al.
Carbohydrate polymers, 207, 729-736 (2019-01-03)
ChiEn3 from Coprinopsis cinerea was characterized as an exo-acting chitinase with a processivity. ChiEn3 hydrolyzed only soluble chitin and exhibited a hyperhydrolytic activity toward 85% deacetylated chitosan which was 33.6-fold higher than its hydrolytic activity toward glycol chitin. Its maximum
Kam Lok Wong et al.
Scientific reports, 5, 10179-10179 (2015-07-15)
A novel protein, designated as DOI, isolated from the Chinese yam (Dioscorea opposita Thunb.) could be the first protein drug for the treatment of menopausal syndrome and an alternative to hormone replacement therapy (HRT), which is known to have undesirable

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