7158-70-5 Usage
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.
Check Digit Verification of cas no
The CAS Registry Mumber 7158-70-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,1,5 and 8 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 7158-70:
(6*7)+(5*1)+(4*5)+(3*8)+(2*7)+(1*0)=105
105 % 10 = 5
So 7158-70-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H22O11/c13-1-4(16)7(17)8(18)5(2-14)22-12-11(21)10(20)9(19)6(3-15)23-12/h5-15,17-21H,1-3H2/t5-,6-,7-,8-,9-,10+,11-,12+/m1/s1
7158-70-5Relevant articles and documents
Efficient synthesis and characterization of lactulosucrose by leuconostoc mesenteroides B-512F dextransucrase
Díez-Municio, Marina,Herrero, Miguel,Jimeno, Maria Luisa,Olano, Agustín,Moreno, F. Javier
, p. 10564 - 10571 (2013/01/15)
This work describes an efficient enzymatic synthesis and NMR structural characterization of the trisaccharide β-d-galactopyranosyl-(1→4)- β-d-fructofuranosyl-(2→1)-α-d-glucopyranoside, also termed as lactulosucrose. This oligosaccharide was formed by the
Enzymatic synthesis of l-DOPA α-glycosides by reaction with sucrose catalyzed by four different glucansucrases from four strains of Leuconostoc mesenteroides
Yoon, Seung-Heon,Fulton, D. Bruce,Robyt, John F.
experimental part, p. 1730 - 1735 (2010/10/19)
Synthesized by reaction of Leuconostoc mesenteroides B-512FMC, B-742CB, B-1299A dextransucrases, and B-1355C alternansucrase with sucrose and l-DOPA α-glycosides were synthesized by reaction of l-DOPA with sucrose, catalyzed by four different glucansucras
Synthesis of acarbose analogues by transglycosylation reactions of Leuconostoc mesenteroides B-512FMC and B-742CB dextransucrases.
Yoon, Seung-Heon,Robyt, John F
, p. 2427 - 2435 (2007/10/03)
Two new acarbose analogues were synthesized by the reaction of acarbose with sucrose and dextransucrases from Leuconostoc mesenteroides B-512FMC and B-742CB. The major products for each reaction were subjected to yeast fermentation, and then separated and