P-NITROPHENYL B-D-CELLOTETRAOSIDE

Base Information

• Chemical Name: P-NITROPHENYL B-D-CELLOTETRAOSIDE
• CAS No.: 129411-62-7
• Molecular Formula: C30H45 N O23
• Molecular Weight: 787.68
• Hs Code.: 29389090
• Mol file: 129411-62-7.mol

Synonyms:p-Nitrophenyl-b-D-cellotetraoside

Chemical Property of P-NITROPHENYL B-D-CELLOTETRAOSIDE

Chemical Property:

• Melting Point: >266°C dec.
• Boiling Point: 1123.2±65.0 °C(Predicted)
• PKA: 12.43±0.70(Predicted)
• PSA: 382.65000
• Density: 1.79±0.1 g/cm3(Predicted)
• LogP: -7.23070
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Water (Slightly)

Purity/Quality:

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

p-Nitrophenyl b-D-Cellotetraoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: 4-Nitrophenyl β-D-cellotetraoside is small molecule cellulose mimic that consists of a tetramer of D-glucose units joined by β-1-4-glycosidic bonds. An aglycosidic bond links a 4-nitrophenyl moiety to the anomeric carbon of the first glucose unit. 4-Nitrophenyl β-D-cellotetraoside is employed in cellulose degradation studies to determine the specificity of cellulases. The defined, small, and soluble structure of 4-nitrophenyl β-D-cellotetraoside makes it well suited for these studies. Its fragmentation pattern after enzymatic digestion can be analyzed by TLC or by release of 4-nitrophenol which exhibits strong absorbance at 395 nm in alkaline solution.
• Uses: p-Nitrophenyl β-D-Cellotetraoside (cas# 129411-62-7) is a compound useful in organic synthesis.

Technology Process of P-NITROPHENYL B-D-CELLOTETRAOSIDE

There total 15 articles about P-NITROPHENYL B-D-CELLOTETRAOSIDE 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: 88.0%

p-nitrophenyl β-D-cellobioside (3482-57-3) + 1-deoxy-1-fluoro-α-D-glucose (2106-10-7) → 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (106927-48-4) + 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-cellobioside (129411-62-7)

Guidance literature:

With Thermus nonproteolyticus HG₁₀₂ E₃₃₈A mutant; glycine; sodium hydroxide; In aq. buffer; at 45 ℃; for 48h; pH=8.8; Overall yield = 97 %; Enzymatic reaction;

DOI:10.1002/ejoc.201201507

Reference yield: 24.0%

1-deoxy-1-fluoro-α-D-glucose (2106-10-7) + 4-nitrophenyl-β-D-glucoside (2492-87-7) → p-nitrophenyl β-D-cellobioside (3482-57-3) + 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (106927-48-4) + 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-cellobioside (129411-62-7)

Guidance literature:

With AbgGlu₃₅₈Ala; ammonium bicarbonate buffer; for 8h; Ambient temperature;

DOI:10.1021/ja980833d

Reference yield:

2,3,4,6-tetra-O-acetyl-1-fluoro-α-D-glucopyranose (439-03-2,439-04-3,439-05-4,2823-44-1,2823-46-3,3934-29-0,4163-44-4,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2) → 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside (106927-48-4) + 4-nitrophenyl β-D-glucopyranosyl-(1→4)-β-D-glucopyranosyl-(1→4)-β-D-cellobioside (129411-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol; sodium methylate / 20 °C

2: sodium hydroxide; Thermus nonproteolyticus HG₁₀₂ E₃₃₈A mutant; glycine / aq. buffer / 48 h / 45 °C / pH 8.8 / Enzymatic reaction

With methanol; Thermus nonproteolyticus HG₁₀₂ E₃₃₈A mutant; sodium methylate; glycine; sodium hydroxide; In aq. buffer;

DOI:10.1002/ejoc.201201507

upstream raw materials:

p-nitrophenyl β-D-cellobioside

1-deoxy-1-fluoro-α-D-glucose

4-nitrophenyl-β-D-glucoside

p-nitrophenyl 2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-β-D-glucopyranoside