L-Gulonic acid

Base Information

• Chemical Name: L-Gulonic acid
• CAS No.: 526-97-6
• Molecular Formula: C₆H₁₂O₇
• Molecular Weight: 196.157
• UNII: 0IK55ZPI0I
• DSSTox Substance ID: DTXSID901317265
• Nikkaji Number: J2.356.740G
• Wikidata: Q27453292
• Metabolomics Workbench ID: 50398
• Mol file: 526-97-6.mol

Synonyms:gulonate;gulonic acid;gulonic acid, (L)-isomer;gulonic acid, ion (1-), (L)-isomer;gulonic acid, monosodium salt, (L)-isomer

Chemical Property of L-Gulonic acid

Chemical Property:

• Vapor Pressure: 4.95E-21mmHg at 25°C
• Refractive Index: 1.616
• Boiling Point: 673.6 °C at 760 mmHg
• Flash Point: 375.1 °C
• PSA: 138.45000
• Density: 1.763 g/cm³
• LogP: -3.49310
• XLogP3: -3.4
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 196.05830272
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99%, ^*data from raw suppliers

L-GULONIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(C(=O)O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]([C@H]([C@@H]([C@@H](C(=O)O)O)O)O)O)O

Technology Process of L-Gulonic acid

There total 92 articles about L-Gulonic 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: 94.7%

D-Galactose (59-23-4) → D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With potassium hydroxide; oxygen; gold on Al₂O₃; In water; at 40 ℃; for 2h; pH=9.0;

Reference yield: 87.1%

D-Galactose (10257-28-0) → D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With oxygen; In water; at 39.84 ℃; for 2h; under 760.051 Torr; Schlenk technique;

DOI:10.1246/cl.160364

Reference yield: 2.0%

D-Galactose (59-23-4) → talonic acid (20246-35-9) + D-galactonic acid (133-42-6,488-33-5,526-95-4,526-97-6,576-36-3,642-99-9,1114-17-6,3956-93-2,6906-37-2,7760-07-8,13382-27-9,20246-33-7,20246-35-9,20246-52-0,20246-53-1,21675-42-3,22430-69-9,24871-35-0,28223-42-9,28278-17-3,51547-37-6)

Guidance literature:

With sodium anthraquinone-2-sulfonate; calcium chloride; In sodium hydroxide; at 50 ℃;

DOI:10.1016/0008-6215(84)85210-6

upstream raw materials:

L-gulose

D-Glucuronic acid

sodium D-lyxo-5-hexulosonate

sodium D-glucuronate

Downstream raw materials:

(1S,2R,3S,4R)-1-(5,6-dichloro-1H-benzo[d]imidazol-2-yl)pentane-1,2,3,4,5-pentaol

L-gluconic acid

gluconic acid

D-galactonic acid methyl ester

Refernces

• 1、 Mao, Shuhong,Liu, Yanna,Hou, Yali,Ma, Xiaoyu,Yang, Juanjuan,Han, Haichao,Wu, Jianlin,Jia, Longgang,Qin, Huimin,Lu, Fuping. "Efficient production of sugar-derived aldonic acids by Pseudomonas fragi TCCC11892". . p. 39897 - 39901. Retrieved 2019/01/03.
• 2、 Rautiainen, Sari,Lehtinen, Petra,Chen, Jingjing,Vehkam?ki, Marko,Niemel?, Klaus,Leskel?, Markku,Repo, Timo. "Selective oxidation of uronic acids into aldaric acids over gold catalyst". . p. 19502 - 19507. Retrieved 2015/04/28.