Cellobionic acid

Base Information

• Chemical Name: Cellobionic acid
• CAS No.: 534-41-8
• Deprecated CAS: 21675-39-8
• Molecular Formula: C12H22 O12
• Molecular Weight: 358.299
• DSSTox Substance ID: DTXSID70201562
• Nikkaji Number: J1.846.155B
• Wikidata: Q27146552
• RXCUI: 2605590

Synonyms:4-O-alpha-D-glucopyranosyl-D-gluconic acid;cellobionic acid;cellobionic acid, maltobionic acid;ALPHA-D-GLUCO;cellobionic acid, monolithium salt;maltobionate;maltobionic acid

Chemical Property of Cellobionic acid

Chemical Property:

• Vapor Pressure: 7.15E-35mmHg at 25°C
• Boiling Point: 864.7°C at 760 mmHg
• PKA: 3.28±0.35(Predicted)
• Flash Point: 319.1°C
• PSA: 217.60000
• Density: 1.79g/cm³
• LogP: -5.66890
• Storage Temp.: Hygroscopic, Refrigerator, Under Inert Atmosphere
• Solubility.: DMSO, (Slightly) Water (Slightly)
• XLogP3: -5
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 358.11112613
• Heavy Atom Count: 24
• Complexity: 406

Purity/Quality:

98%min ^*data from raw suppliers

Cellobionic acid ammonium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OC(C(CO)O)C(C(C(=O)O)O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C(=O)O)O)O)O)O)O)O
• Uses: Cellobionic acid is produced by ozonization of Cellobiose. Cellobionic acid was not a good substrate for β-Glucosidase. The lactonized carboxyl group inhibited the enzymic hydrolysis. This inhibitory effect of Cellobionic acid was removed by gluconolactonase.

Technology Process of Cellobionic acid

There total 10 articles about Cellobionic acid 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: 100.0%

D-(+)-lactose (63-42-3) → lactobionic acid (96-82-2,534-41-8,534-42-9,51267-45-9,58459-39-5,69728-97-8,21675-39-8)

Guidance literature:

With oxygen; for 2h; Reagent/catalyst;

DOI:10.1016/j.apcata.2015.01.009

Reference yield: 96.1%

LACTOSE (5965-66-2) → lactobionic acid (96-82-2,534-41-8,534-42-9,51267-45-9,58459-39-5,69728-97-8,21675-39-8)

Guidance literature:

With oxygen; In water; at 39.84 ℃; for 3h; under 760.051 Torr; Schlenk technique;

DOI:10.1246/cl.160364

Reference yield: 92.3%

Cellobiose (13360-52-6) → 4-O-β-D-Glucopyranosyl-D-gluconic acid (534-41-8,21675-39-8)

Guidance literature:

With oxygen; In water; at 39.84 ℃; for 3h; under 760.051 Torr; Schlenk technique;

DOI:10.1246/cl.160364

upstream raw materials:

cellobiose

gentibiose

Cellobiose

3-O-β-D-galactopyranosyl-D-arabinose

Downstream raw materials:

N-[1-(dodecylcarbamoyl-2-(trityl)imidazolyl)ethyl]-22-lactobionamido-12,12,13,13,14,14,15,15,16,16,17,17,18,18,19,19-hexadecafluorodocosanamide

N-galactosylamino-N'-phenylpiperazine

C₂₂H₃₄N₂O₁₃

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