(2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal

Base Information

• Chemical Name: (2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal
• CAS No.: 921-60-8
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• Hs Code.: 17023051
• European Community (EC) Number: 213-068-3
• UNII: 02833ISA66
• DSSTox Substance ID: DTXSID101015237
• Nikkaji Number: J208.556I
• Wikipedia: L-Glucose
• Wikidata: Q3266724
• NCI Thesaurus Code: C175113
• RXCUI: 1788981
• Metabolomics Workbench ID: 55643
• Mol file: 921-60-8.mol

Synonyms:Anhydrous Dextrose;D Glucose;D-Glucose;Dextrose;Dextrose, Anhydrous;Glucose;Glucose Monohydrate;Glucose, (alpha-D)-Isomer;Glucose, (beta-D)-Isomer;Glucose, (DL)-Isomer;Glucose, (L)-Isomer;L Glucose;L-Glucose;Monohydrate, Glucose

Chemical Property of (2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.83E-08mmHg at 25°C
• Melting Point: 153-156 ºC(lit.)
• Refractive Index: -52 ° (C=5, H2O)
• Boiling Point: 410.8 ºC at 760 mmHg
• PKA: 12.45±0.20(Predicted)
• Flash Point: 202.2 ºC
• PSA: 118.22000
• Density: 1.732 g/cm³
• LogP: -3.37880
• Storage Temp.: 2-8°C
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• Water Solubility.: Soluble in water, alcohol.
• XLogP3: -2.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 138

Purity/Quality:

99.0% min ^*data from raw suppliers

L-Glucose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): FXi,Xn,R
• Hazard Codes: F,Xi,R,Xn
• Statements: 11-36/37/38-63-62-46-36/38-21
• Safety Statements: 16-26-36-53-36/37-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(C(C(C=O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]([C@@H]([C@H]([C@@H](C=O)O)O)O)O)O
• Recent ClinicalTrials: Study of Efficacy of Bowel Preparation Before Colonoscopy
• Description: L-(?)-Glucose is an enantiomer of the more common D-glucose. L-Glucose is not bioavailable to cells as an energy source because it cannot be phosphorylated by hexokinase. However, certain L-glucose-utilizing bacteria that contain NAD+-dependent L-glucose dehydrogenases capable of oxidizing L-glucose have been identified.
• Uses: L-Glucose is the enantiomer of D-Glucose (G595000), a naturally occurring carbohydrate used in an abundance of cellular processes. L-Glucose is a synthetic sugar used in the formation of L-Glucose Pen taacetate (G596510), a potential therapeutic agent regarding type II diabetes. In addition, L-glucose can be used as a colon cleansing agent for before a colonoscopy procedure. L-(-)-Glucose is an enantiomer of the more common D-glucose a naturally occurring carbohydrate used in an abundance of cellular processes. L-Glucose is a synthetic sugar used in the formation of L-Glucose Pen taacetate, a potential therapeutic agent regarding type II diabetes. In addition, L-glucose can be used as a colon cleansing agent for before a colonoscopy procedure. L-(-)-Glucose has been used in phospho-buffered saline (PBS) solution to induce metabolic responses in Saccharomyces cerevisiae. It has also been used to study the substrate competition pattern of IICB glucose transporter.

Technology Process of (2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal

There total 127 articles about (2S,3R,4S,5S)-2,3,4,5,6-pentahydroxyhexanal 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%

2,3:4,5-di-O-isopropylidene-D-gulose → L-glucose (921-60-8)

Guidance literature:

With DOWEX^(α)50WX8-200; In water; at 20 ℃; for 48h;

DOI:10.1021/acs.orglett.6b02041

Reference yield: 28.9%

2-Chloro-9-((3aR,4R,6R,6aR)-2,2,3a,6-tetramethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-ylamine → L-glucose (921-60-8)

Guidance literature:

With mercaptoethyl alcohol; Tris*HCl buffer; manganese(ll) chloride; fucose isomerase; at 25 ℃; for 72h;

DOI:10.1021/jo00118a058

Reference yield: 26.0%

6'-O-(3''-O-methylgalloyl)arbutin → D-glucose (50-99-7) + L-glucose (921-60-8)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 1h;

DOI:10.1016/j.phytol.2018.11.009

upstream raw materials:

mannitol

para-xylene

water

L-arabinose

Downstream raw materials:

o-nitrothiophenol

tetra-O-acetyl-glucopyranosyl bromide

succinic acid

L-Lactic acid

Refernces

• 1、 Amaniampong, Prince Nana,Trinh, Quang Thang,Li, Kaixin,Mushrif, Samir H.,Hao, Yu,Yang, Yanhui. "Porous structured CuO-CeO2 nanospheres for the direct oxidation of cellobiose and glucose to gluconic acid". . p. 172 - 182. Retrieved 2018.
• 2、 Anh, Hoang Le Tuan,Anh, Le Tuan,Lee, Ki Yong,Phong, Nguyen Viet,Quang Minh, Bui,Trang, Nguyen Minh,Trung, Nguyen Quang,Van Cong, Pham,Van Dan, Nguyen,Viet Duc, Ngo,Vinh, Le Ba. "Isolation, structural elucidation and molecular docking studies against SARS-CoV-2 main protease of new stigmastane-type steroidal glucosides isolated from the whole plants of Vernonia gratiosa". supporting information. . Retrieved 2022/02/22.
• 3、 Jain, Namrata,Tamura, Kazune,Déjean, Guillaume,Van Petegem, Filip,Brumer, Harry. "Orthogonal Active-Site Labels for Mixed-Linkage endo-β-Glucanases". . p. 1968 - 1984. Retrieved 2021/05/26.