D-LEUCROSE

Base Information

• Chemical Name: D-LEUCROSE
• CAS No.: 7158-70-5
• Molecular Formula: C12H22O11
• Molecular Weight: 342.3
• Hs Code.: 29329990
• Mol file: 7158-70-5.mol

Synonyms:MALT SUGAR;MALATOSE,D;starch sugar;MALTOSE H2O;Corn sweetener;D-MALATOSE;starch syrup;D-(+)-maltose;maltose monohydrate;

Chemical Property of D-LEUCROSE

Chemical Property:

• Vapor Pressure: 2.43E-28mmHg at 25°C
• Boiling Point: 783.2°Cat760mmHg
• Flash Point: 292°C
• PSA: 25.78000
• Density: 1.69g/cm³
• LogP: 0.89390

Purity/Quality:

99%, ^*data from raw suppliers

D-Leucrose 95% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: Leucrose is a ketodisaccharide, the chemical structure of which is D-glucopyranosyl-a(l→5)-D-fructopyranose (it is a bond isomer of sucrose, which is α-D-glycopyranosyl-β(l→2)-D-fructofurano side). It was discovered in 1952 as a natural by-product of the fermentational product of dextran from sucrose by Leuconostoc mesenteroides bacteria. It was also isolated from dextran-produc ing cultures of Streptococcus bovis. It occurs naturally in appre ciable amounts in pollen and honey. Leucrose in honey probably arises from microbial action, since honey saccharase is unable to form leucrose under the conditions of honey maturation. It is present when formed in microbial cultures, in concentrations of 1-3%. Leucrose has a sweet taste but has only between 40-50% of the sweetening power of sucrose.Leucrose is a reducing sugar and crystallizes as the monohydrate. The a(l→5) glucosidic bond shows considerable resistance to acid hydrolysis, but leucrose is a substrate for the α-glucosidase of yeast and it is hydrolyzed efficiently in the (human) small intestine to glucose and fructose.Leucrose is not fermented by the acid-forming microbial flora of the human oral cavity into dentally harmful organic acids. Leu crose is also neither an acceptor for nor a donator of glucose, and therefore does not contribute to dextran formation in dental plaque. Leucrose is therefore a non-cariogenic sweetening agent useful for incorporation into low-dental risk foodstuffs.Leucrose is prepared from sucrose by an enzymic transglycosila tion process. The enzyme involved is α-(l-6)-glycosyl transferase or dextran sucrase. This extracellular enzyme is produced by cul turing Leuconostoc mesenteroides bacteria in a 2% sucrose solu tion. After removal of the bacteria, the enzyme solution is adjusted to the appropriate specific activity and then added to an aqueous solution of one-third sucrose and two-thirds fructose. During trans glycosilation, a glucose molecule is removed from the sucrose and transferred to another freely available fructose molecule by creating an a (l→5) bond, thereby forming leucrose. This reaction contin ues until 85-95% of the sucrose is converted to leucrose. The latter is then separated from the remaining glucose and fructose solution by column-chromatography and is crystallized by appropriate cooling.The specification of leucrose stipulates a purity of 99.6-99.8%, specific rotation of -7.5, water of crystallization content of 4.5%, melting point of 156-158°C, solubility at 30°C of 64%, relative sweetening power 40-50% (depending on temperature and con centration), and a caloric value of 17 kJ/g.

Technology Process of D-LEUCROSE

There total 12 articles about D-LEUCROSE 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: 86.0%

Benzyl-1,3,4-tri-O-benzoyl-5-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-fructopyranosid (124040-55-7) → leucrose (5-O-α-D-glucopyranosyl-β-D-fructopyranose) (470-16-6,58166-26-0,100430-38-4,130853-03-1,7158-70-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 24h; under 750.06 Torr; Ambient temperature;

DOI:10.1016/0008-6215(89)84086-8

Reference yield: 35.0%

Sucrose (57-50-1) + lactulose (4618-18-2,576-08-9) → β-D-galactopyranosyl-(1→?4)-β-D-fructofuranosyl-(2→?1)-α-D-glucopyranoside (4955-91-3) + leucrose (7158-70-5)

Guidance literature:

With Leuconostoc mesenteroides B-512F dextransucrase; calcium chloride; In aq. acetate buffer; at 30 ℃; for 48h; pH=5.2; Enzymatic reaction;

DOI:10.1021/jf303335m

Reference yield:

Sucrose (57-50-1) → leucrose (7158-70-5)

Guidance literature:

With dextransucrase-substance from leuconostoc mesenteroid;

DOI:10.1021/ja01592a050

upstream raw materials:

Sucrose

lactulose

Benzyl-1,3,4-tri-O-benzoyl-5-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-fructopyranosid

α-acarbose

Downstream raw materials:

2-[(1'R,2'S,3'R)-3'-(α-D-glucopyranosyloxy)-1',2',4'-trihydroxybutyl]quinoxaline

4-[(1'R,2'S,3'R)-3'-(α-D-glucopyranosyloxy)-1',2',4'-trihydroxybutyl]-2-methylimidazole

4-[(1'R,2'S,3'R)-3'-(α-D-glucopyranosyloxy)-1',2',4'-trihydroxybutyl]-imidazole

2-O-(α-D-glucopyranosyl)-glycerol

Refernces

• 1、 Kang, Hee Kyoung,Kimura, Atsuo,Kim, Doman. "Bioengineering of Leuconostoc mesenteroides glucansucrases that gives selected bond formation for glucan synthesis and/or acceptor-product synthesis". experimental part. p. 4148 - 4155. Retrieved 2011/10/30.
• 2、 C?té, Gregory L.,Dunlap, Christopher A.,Appell, Michael,Momany, Frank A.. "Alternansucrase acceptor reactions with D-tagatose and L-glucose". . p. 257 - 262. Retrieved 2007/10/03.