P-NITROPHENYL BETA-D-N,N'-DIACETYLCHITOBIOSE

Base Information

• Chemical Name: P-NITROPHENYL BETA-D-N,N'-DIACETYLCHITOBIOSE
• CAS No.: 7284-16-4
• Molecular Formula: C22H31N3O13
• Molecular Weight: 545.5
• Hs Code.: 29329990
• Mol file: 7284-16-4.mol

Synonyms:P-NITROPHENYL BETA-D-N,N'-DIACETYLCHITOBIOSE;4-NITROPHENYL-N,N'-DIACETYL-BETA-D-CHITOBIOSIDE;P-nitrophenyl-B-D-N-N-diacetyl*chitobiose;4-NITROPHENYL-N N'-DIACETYL-BETA- &;4-Nitrophenyl N,N-Diacetyl-b-D-chitobioside;4-nitrophenyl n,n'-diacetyl-β-d-chitobioside;4-NITROPHENYL-N N''-DIACETYL-BETA- D-CHITOBIOSIDE 99+%

Chemical Property of P-NITROPHENYL BETA-D-N,N'-DIACETYLCHITOBIOSE

Chemical Property:

• Melting Point: 211-212oC (dec.)
• PSA: 242.09000
• LogP: -1.80970
• Storage Temp.: 2-8°C
• Solubility.: DMF: 25 mg/mL, clear, light yellow

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitrophenyl N,N-Diacetyl-b-D-chitobioside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Nitrophenyl N,N-Diacetyl-β-D-chitobioside (cas# 7284-16-4) is a compound useful in organic synthesis. 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.

Technology Process of P-NITROPHENYL BETA-D-N,N'-DIACETYLCHITOBIOSE

There total 6 articles about P-NITROPHENYL BETA-D-N,N'-DIACETYLCHITOBIOSE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N,N'-diacetylchitobiose (14200-67-0,18422-28-1,34147-27-8,35991-83-4,109957-89-3,109957-93-9,119719-43-6,125760-94-3,141725-02-2,145841-62-9,148682-80-8) → p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7284-16-4)

Guidance literature:

4-nitro-phenol; N,N'-diacetylchitobiose; With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In water; at -10 ℃; for 0.666667h; Sealed tube;

In water; at 80 ℃; stereoselective reaction; Sealed tube; Microwave irradiation;

DOI:10.1021/acs.orglett.0c00728

Reference yield:

p-Nitrophenyl penta-N-acetyl-β-chitopentaoside (114882-45-0) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7699-38-9) + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7284-16-4) + p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside + 4-nitrophenyl N-acetyl-β-D-glucosaminide (3459-18-5,50645-66-4)

Guidance literature:

at 40 ℃; for 0.0833333h; Product distribution; enzymatic hydrolysis using chitinase from Nocardia orientalis, pH 5.5; investigation of the series of compounds PNP-(GlcNAc)_n (n=2-4);

Reference yield:

4-nitrophenyl N-acetyl-β-D-glucosaminide (3459-18-5,50645-66-4) → p-nitrophenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1→4)-2-acetamido-2-deoxy-β-D-glucopyranoside (7284-16-4) + p-Nitrophenyl-2-acetamido-6-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-2-deoxy-β-D-glucopyranosid (4350-20-3)

Guidance literature:

With ammonium sulfate; β-N-acetylhexosaminidase from Aspergillus oryzae; McIlvaine buffer; In water; acetonitrile; at 37 ℃; pH=5.5;

DOI:10.1080/07328309908544047

upstream raw materials:

p-Nitrophenyl penta-N-acetyl-β-chitopentaoside

N,N'-diacetylchitobiose

4-nitrophenyl N-acetyl-β-D-glucosaminide

4-nitro-phenol

Downstream raw materials:

p-nitrophenyl 2-amino-2-deoxy-β-D-glucopyranosyl-(1->4)-2-acetamido-2-deoxy-β-D-glucopyranoside

N-acetyl-D-glucosamine

4-nitrophenyl N-acetyl-β-D-glucosaminide

4-nitro-phenol

Refernces

• 1、 Fairbanks, Antony J.. "Applications of Shoda's reagent (DMC) and analogues for activation of the anomeric centre of unprotected carbohydrates". . . Retrieved 2020/12/07.
• 2、 Fairbanks, Antony J.,Qiu, Xin. "Scope of the DMC mediated glycosylation of unprotected sugars with phenols in aqueous solution". . p. 7355 - 7365. Retrieved 2020/10/13.