L-Tagatose

Base Information

• Chemical Name: L-Tagatose
• CAS No.: 17598-82-2
• Molecular Formula: C6H12O6
• Molecular Weight: 180.158
• Hs Code.: 29400090
• UNII: 41IX5VHE3I
• DSSTox Substance ID: DTXSID901318451
• Nikkaji Number: J92.808I
• Wikidata: Q27258441
• Mol file: 17598-82-2.mol

Synonyms:L-Tagatose;17598-82-2;L-LYXO-2-hexulose;Tagatose, L-;(3R,4R,5S)-1,3,4,5,6-Pentahydroxyhexan-2-one;L-Tagatose [MI];keto-L-tagatose;UNII-41IX5VHE3I;41IX5VHE3I;D-ribo-2-ketohexose;EINECS 208-999-7;L - tagatose;D-Psicose, >=95%;SCHEMBL9710274;BJHIKXHVCXFQLS-LFRDXLMFSA-N;CHEBI:134275;DTXSID901318451;HY-W145570;CS-0214560;T2535;C21523;D92607;Q27258441;41847-60-3

Chemical Property of L-Tagatose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 131 °C
• Refractive Index: 6 ° (C=1, H2O)
• Boiling Point: 551.742 °C at 760 mmHg
• Flash Point: 301.544 °C
• PSA: 110.38000
• Density: 1.589 g/cm³
• LogP: -3.21980
• Water Solubility.: Soluble in water
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 180.06338810
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

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

L-Tagatose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(C(C(=O)CO)O)O)O)O
• Isomeric SMILES: C([C@@H]([C@H]([C@H](C(=O)CO)O)O)O)O
• Uses: Non-nutritutive sweetener. Sweetening agent for pharmaceuticals and personal aid products.

Technology Process of L-Tagatose

There total 117 articles about L-Tagatose 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: 92.0%

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → D-Glyceraldehyde (453-17-8,367-47-5,26793-98-6) + L-fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

With E_. coli BL₂₁ (DE₃) cells harboring pETDRhaD aldolase; sodium borate buffer; In water; toluene; at 37 ℃; for 16h; pH=7.6;

DOI:10.1002/adsc.200600356

Reference yield: 20.0%

methanol (67-56-1) + cellulose (9004-34-6) → levulinic acid methyl ester (624-45-3) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + methyl-alpha-D-glucopyranoside (97-30-3)

Guidance literature:

With toluene-4-sulfonic acid; at 180 ℃; for 5h; under 3750.38 Torr; Autoclave; Inert atmosphere;

DOI:10.1039/c0gc00715c

Reference yield:

dihydroxyacetone (96-26-4,26776-70-5) + Glyceraldehyde (56-82-6,367-47-5,26793-98-6) → DL-dendroketose (470-14-4) + fructose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + sorbose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + lyxo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8) + ribo-2-hexulose (57-48-7,87-79-6,87-81-0,551-68-8,3615-39-2,3615-56-3,6035-50-3,7776-48-9,16354-64-6,17598-81-1,17598-82-2,23140-52-5,30237-26-4,65732-90-3,73952-10-0,73952-11-1,139686-85-4,18875-34-8)

Guidance literature:

sodium hydroxide; In water; at 25 ℃; for 1h; Product distribution; further catalysts;

DOI:10.1016/S0008-6215(00)84860-0

upstream raw materials:

aldehydo-L-Galactose

Methyl α-L-tagatopyranoside

(5R)-2,6-di-O-benzyl-5-C-benzyloxy-α-L-arabino-hexopyranoside

D-galactitol

Downstream raw materials:

methyl β-D-fructofuranoside

fructose

lyxo-2-hexulose

LACTIC ACID

Refernces

• 1、 Bosshart, Andreas,Hee, Chee Seng,Bechtold, Matthias,Schirmer, Tilman,Panke, Sven. "Directed divergent evolution of a thermostable D-tagatose epimerase towards improved activity for two hexose substrates". . p. 592 - 601. Retrieved 2015.
• 2、 Guan, Hongyu,Li, Ying,Wang, Qiwen,Wang, Xiaohong,Yu, Hang. "Hydroxyapatite-Supported Polyoxometalates for the Highly Selective Aerobic Oxidation of 5-Hydroxymethylfurfural or Glucose to 2,5-Diformylfuran under Atmospheric Pressure". . p. 997 - 1005. Retrieved 2021/08/06.
• 3、 Kumar, Abhinav,Srivastava, Rajendra. "Bi-Functional Magnesium Silicate Catalyzed Glucose and Furfural Transformations to Renewable Chemicals". . p. 4807 - 4816. Retrieved 2020/08/24.