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MedKoo Cat#: 598677 | Name: Leucrose

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Leucrose is a flavoring agent.

Chemical Structure

Leucrose
CAS#7158-70-5

Theoretical Analysis

MedKoo Cat#: 598677

Name: Leucrose

CAS#: 7158-70-5

Chemical Formula: C12H22O11

Exact Mass: 342.1162

Molecular Weight: 342.29

Elemental Analysis: C, 42.11; H, 6.48; O, 51.41

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Leucrose;
IUPAC/Chemical Name
(3S,4S,5R)-1,3,4,6-tetrahydroxy-5-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)hexan-2-one
InChi Key
DXALOGXSFLZLLN-WTZPKTTFSA-N
InChi Code
InChI=1S/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
SMILES Code
OCC([C@H]([C@@H]([C@@H](CO)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)O)O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 342.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Gülzow HJ, Polihronu E. [Leucrose metabolism in the microflora of the oral cavity]. Dtsch Zahnarztl Z. 1990 May;45(5):280-2. German. PubMed PMID: 2269108. 2: Ziesenitz SC, Siebert G, Imfeld T. Cariological assessment of leucrose [D-glucopyranosyl-alpha(1----5)-D-fructopyranose] as a sugar substitute. Caries Res. 1989;23(5):351-7. PubMed PMID: 2504493. 3: Ziesenitz SC, Siebert G, Schwengers D, Lemmes R. Nutritional assessment in humans and rats of leucrose [D-glucopyranosyl-alpha(1----5)-D-fructopyranose] as a sugar substitute. J Nutr. 1989 Jul;119(7):971-8. PubMed PMID: 2754513. 4: Peltroche-Llacsahuanga H, Hauk CJ, Kock R, Lampert F, Lütticken R, Haase G. Assessment of acid production by various human oral micro-organisms when palatinose or leucrose is utilized. J Dent Res. 2001 Jan;80(1):378-84. PubMed PMID: 11269732. 5: Anindyawati T, Yamaguchi H, Furuichi K, Iizuka M, Minamiura N. Synthesis of novel oligosaccharides from leucrose by an alpha-glucosidase. Biosci Biotechnol Biochem. 1995 Nov;59(11):2146-8. PubMed PMID: 8541657. 6: Kaminski K, Kaminska E, Hensel-Bielowka S, Pawlus S, Paluch M, Ziolo J. High pressure study on molecular mobility of leucrose. J Chem Phys. 2008 Aug 28;129(8):084501. doi: 10.1063/1.2969816. PubMed PMID: 19044829. 7: BAILEY RW, BOURNE EJ. Formation of leucrose in dextran-producing cultures of Streptococcus bovis. Nature. 1959 Sep 19;184(Suppl 12):905-6. PubMed PMID: 13795857. 8: Thiem J, Kleeberg M. Synthesis and reactions of leucrose and its exocyclic glycal. Carbohydr Res. 1990 Sep 19;205:333-45. PubMed PMID: 2276142. 9: Meng X, Dobruchowska JM, Gerwig GJ, Kamerling JP, Dijkhuizen L. Synthesis of oligo- and polysaccharides by Lactobacillus reuteri 121 reuteransucrase at high concentrations of sucrose. Carbohydr Res. 2015 Sep 23;414:85-92. doi: 10.1016/j.carres.2015.07.011. Epub 2015 Jul 23. PubMed PMID: 26281004. 10: van der Heijden AM, Lee TC, van Rantwijk F, van Bekkum H. Glycosidation of fructose-containing disaccharides using MCM-41 material as the catalyst. Carbohydr Res. 2002 Nov 19;337(21-23):1993-8. PubMed PMID: 12433464. 11: Wünsche L, Behrens U. [Utilization of leucrose by yeasts and basidiomycetes]. Z Allg Mikrobiol. 1968;8(3):215-9. German. PubMed PMID: 5736940. 12: Wu L, Birch RG. Isomaltulose is actively metabolized in plant cells. Plant Physiol. 2011 Dec;157(4):2094-101. doi: 10.1104/pp.111.189001. Epub 2011 Oct 18. PubMed PMID: 22010106; PubMed Central PMCID: PMC3327191. 13: Böker M, Jördening HJ, Buchholz K. Kinetics of leucrose formation from sucrose by dextransucrase. Biotechnol Bioeng. 1994 Apr 15;43(9):856-64. PubMed PMID: 18615878. 14: Matsuyama J, Sato T, Hoshino E, Noda T, Takahashi N. Fermentation of five sucrose isomers by human dental plaque bacteria. Caries Res. 2003 Nov-Dec;37(6):410-5. PubMed PMID: 14571118. 15: Dols-Lafargue M, Willemot RM, Monsan PF, Remaud-Simeon M. Factors affecting alpha,-1,2 glucooligosaccharide synthesis by Leuconostoc mesenteroides NRRL B-1299 dextransucrase. Biotechnol Bioeng. 2001 Sep 20;74(6):498-504. PubMed PMID: 11494217. 16: Alarico S, da Costa MS, Empadinhas N. Molecular and physiological role of the trehalose-hydrolyzing alpha-glucosidase from Thermus thermophilus HB27. J Bacteriol. 2008 Apr;190(7):2298-305. doi: 10.1128/JB.01794-07. Epub 2008 Jan 25. PubMed PMID: 18223075; PubMed Central PMCID: PMC2293180. 17: Gaye MM, Kurulugama R, Clemmer DE. Investigating carbohydrate isomers by IMS-CID-IMS-MS: precursor and fragment ion cross-sections. Analyst. 2015 Oct 21;140(20):6922-32. doi: 10.1039/c5an00840a. Epub 2015 Aug 26. PubMed PMID: 26306702. 18: Lee J, Kim E, Kim Y, Yoo SH. Leucrose, a Sucrose Isomer, Suppresses Hepatic Fat Accumulation by Regulating Hepatic Lipogenesis and Fat Oxidation in High-fat Diet-induced Obese Mice. J Cancer Prev. 2018 Jun;23(2):99-106. doi: 10.15430/JCP.2018.23.2.99. Epub 2018 Jun 30. PubMed PMID: 30003071; PubMed Central PMCID: PMC6037208. 19: Rampp M, Buttersack C, Lüdemann HD. c,T-dependence of the viscosity and the self-diffusion coefficients in some aqueous carbohydrate solutions. Carbohydr Res. 2000 Oct 6;328(4):561-72. PubMed PMID: 11093712. 20: Demuth B, Jördening HJ, Buchholz K. Modelling of oligosaccharide synthesis by dextransucrase. Biotechnol Bioeng. 1999 Mar 5;62(5):583-92. PubMed PMID: 10099567.

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