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N6133

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

≥99% (TLC), powder

Synonym(s):

pNP-chitobiose

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About This Item

Empirical Formula (Hill Notation):
C22H31N3O13
CAS Number:
7284-16-4
Molecular Weight:
545.49
UNSPSC Code:
12352204
PubChem Substance ID:
24897770
NACRES:
NA.32
Beilstein/REAXYS Number:
1445509
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Product Name

4-Nitrophenyl N,N′-diacetyl-β-D-chitobioside, ≥99% (TLC)

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

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).

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
039M4125V
089M4107V
128M4080V
019M4085V
13180421

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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
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Global Trade Item Number

SKUGTIN
N6133-10MG04061834117391
N6133-5MG04061834117407