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

MedKoo CAT#: 464816

CAS#: 470-69-9

Description: 1-Kestose is a fructooligosaccharide that has been found in onions and has prebiotic and antidiabetic activities. It increases levels of the beneficial bacterium B. longum in diluted adult human fecal samples when added to culture broth at a concentration of 0.5% w/v. Dietary supplementation with 1-kestose increases the proportion of cecal Anaerostipes and Bifidobacterium content, improves glucose tolerance, and prevents the development of type 2 diabetes in Otsuka Long-Evans Tokushima Fatty (OLETF) rats.


Chemical Structure

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1-Kestose
CAS# 470-69-9

Theoretical Analysis

MedKoo Cat#: 464816
Name: 1-Kestose
CAS#: 470-69-9
Chemical Formula: C18H32O16
Exact Mass: 504.17
Molecular Weight: 504.438
Elemental Analysis: C, 42.86; H, 6.39; O, 50.75

Price and Availability

Size Price Availability Quantity
50mg USD 350 2 Weeks
100mg USD 550 2 Weeks
250mg USD 950 2 Weeks
Bulk inquiry

Synonym: 1-Kestose; 1 Kestose;

IUPAC/Chemical Name: (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

InChi Key: VAWYEUIPHLMNNF-OESPXIITSA-N

InChi Code: InChI=1S/C18H32O16/c19-1-6-9(23)12(26)13(27)16(31-6)34-18(15(29)11(25)8(3-21)33-18)5-30-17(4-22)14(28)10(24)7(2-20)32-17/h6-16,19-29H,1-5H2/t6-,7-,8-,9-,10-,11-,12+,13-,14+,15+,16-,17-,18+/m1/s1

SMILES Code: OC[C@@H](O[C@]1(O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)CO[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)[C@@H](O)[C@@H]1O

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
PBS (pH 7.2) 5.0 9.91

Preparing Stock Solutions

The following data is based on the product molecular weight 504.44 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Tatsuoka M, Osaki Y, Ohsaka F, Tsuruta T, Kadota Y, Tochio T, Hino S, Morita T, Sonoyama K. Consumption of indigestible saccharides and administration of Bifidobacterium pseudolongum reduce mucosal serotonin in murine colonic mucosa. Br J Nutr. 2021 Apr 14:1-13. doi: 10.1017/S0007114521001306. Epub ahead of print. PMID: 33849681.

2: Ghauri K, Pijning T, Munawar N, Ali H, Ghauri MA, Anwar MA, Wallis R. Crystal structure of an inulosucrase from Halalkalicoccus jeotgali B3T, a halophilic archaeal strain. FEBS J. 2021 Mar 30. doi: 10.1111/febs.15843. Epub ahead of print. PMID: 33783128.

3: Tanno H, Fujii T, Hirano K, Maeno S, Tonozuka T, Sakamoto M, Ohkuma M, Tochio T, Endo A. Characterization of fructooligosaccharide metabolism and fructooligosaccharide-degrading enzymes in human commensal butyrate producers. Gut Microbes. 2021 Jan-Dec;13(1):1-20. doi: 10.1080/19490976.2020.1869503. PMID: 33439065; PMCID: PMC7833758.

4: Mohammadi F, Naghavi MR, Peighambari SA, Dehaghi NK, Nasiri J, Khaldari I, Bravi E, Sileoni V, Marconi O, Perretti G. Comparison of carbohydrate partitioning and expression patterns of some genes involved in carbohydrate biosynthesis pathways in annual and biennial species of Cichorium spp. Phytochemistry. 2021 Mar;183:112620. doi: 10.1016/j.phytochem.2020.112620. Epub 2020 Dec 24. PMID: 33360645.

5: Phetcharaburanin J, Deewai S, Kulthawatsiri T, Moolpia K, Suksawat M, Promraksa B, Klanrit P, Namwat N, Loilome W, Poopasit K, Katekaew S, Phetcharaburanin P. 1H NMR metabolic phenotyping of Dipterocarpus alatus as a novel tool for age and growth determination. PLoS One. 2020 Dec 15;15(12):e0243432. doi: 10.1371/journal.pone.0243432. PMID: 33320902; PMCID: PMC7737897.

6: Tavares RL, Vasconcelos MHA, Dutra MLDV, D'Oliveira AB, Lima MDS, Salvadori MGDSS, Pereira RA, Alves AF, Nascimento YMD, Tavares JF, Guzman-Quevedo O, Aquino JS. Mucuna pruriens Administration Minimizes Neuroinflammation and Shows Anxiolytic, Antidepressant and Slimming Effects in Obese Rats. Molecules. 2020 Nov 26;25(23):5559. doi: 10.3390/molecules25235559. PMID: 33256223; PMCID: PMC7730813.

7: Ni D, Xu W, Zhu Y, Pang X, Lv J, Mu W. Insight into the effects and biotechnological production of kestoses, the smallest fructooligosaccharides. Crit Rev Biotechnol. 2021 Feb;41(1):34-46. doi: 10.1080/07388551.2020.1844622. Epub 2020 Nov 5. PMID: 33153319.

8: Watanabe A, Kadota Y, Kamio R, Tochio T, Endo A, Shimomura Y, Kitaura Y. 1-Kestose supplementation mitigates the progressive deterioration of glucose metabolism in type 2 diabetes OLETF rats. Sci Rep. 2020 Sep 24;10(1):15674. doi: 10.1038/s41598-020-72773-2. PMID: 32973311; PMCID: PMC7515885.

9: Silva EK, Bargas MA, Arruda HS, Vardanega R, Pastore GM, Meireles MAA. Supercritical CO2 Processing of a Functional Beverage Containing Apple Juice and Aqueous Extract of Pfaffia glomerata Roots: Fructooligosaccharides Chemical Stability after Non-Thermal and Thermal Treatments. Molecules. 2020 Aug 27;25(17):3911. doi: 10.3390/molecules25173911. PMID: 32867210; PMCID: PMC7504353.

10: Witzel K, Matros A. Fructans Are Differentially Distributed in Root Tissues of Asparagus. Cells. 2020 Aug 22;9(9):1943. doi: 10.3390/cells9091943. PMID: 32842694; PMCID: PMC7565981.

11: Udomsopagit T, Miwa A, Seki M, Shimbori E, Kadota Y, Tochio T, Sonoyama K. Intestinal microbiota transplantation reveals the role of microbiota in dietary regulation of RegIIIβ and RegIIIγ expression in mouse intestine. Biochem Biophys Res Commun. 2020 Aug 13;529(1):64-69. doi: 10.1016/j.bbrc.2020.05.150. Epub 2020 Jun 5. PMID: 32560820.

12: Shinohara M, Kiyosue M, Tochio T, Kimura S, Koga Y. Activation of butyrate- producing bacteria as well as bifidobacteria in the cat intestinal microbiota by the administration of 1-kestose, the smallest component of fructo- oligosaccharide. J Vet Med Sci. 2020 Jul 10;82(7):866-874. doi: 10.1292/jvms.19-0640. Epub 2020 May 9. PMID: 32389951; PMCID: PMC7399319.

13: Watanabe A, Kadota Y, Tochio T, Shimomura Y, Kitaura Y. Reply to Comment on Watanabe, A.; Kadota, Y.; Yokoyama, H.; Tsuruda, S.; Kamio, R.; Tochio, T.; Shimomura, Y.; Kitaura, Y. Experimental Determination of the Threshold Dose for Bifidogenic Activity of Dietary 1-Kestose in Rats. Foods 2020, 9, 4. Foods. 2020 Apr 22;9(4):527. doi: 10.3390/foods9040527. PMID: 32331466; PMCID: PMC7230746.

14: Shen Y, Shi Y, Sun Z. Comment on Experimental Determination of the Threshold Dose for Bifidogenic Activity of Dietary 1-Kestose in Rats. Foods 2020, 9, 4. Foods. 2020 Apr 21;9(4):519. doi: 10.3390/foods9040519. PMID: 32326246; PMCID: PMC7231199.

15: de Oliveira RL, da Silva MF, da Silva SP, de Araújo ACV, Cavalcanti JVFL, Converti A, Porto TS. Fructo-oligosaccharides production by an Aspergillus aculeatus commercial enzyme preparation with fructosyltransferase activity covalently immobilized on Fe3O4-chitosan-magnetic nanoparticles. Int J Biol Macromol. 2020 May 1;150:922-929. doi: 10.1016/j.ijbiomac.2020.02.152. Epub 2020 Feb 15. PMID: 32070737.

16: Nogacka AM, Salazar N, Arboleya S, Ruas-Madiedo P, Mancabelli L, Suarez A, Martinez-Faedo C, Ventura M, Tochio T, Hirano K, Endo A, G de Los Reyes-Gavilán C, Gueimonde M. In Vitro Evaluation of Different Prebiotics on the Modulation of Gut Microbiota Composition and Function in Morbid Obese and Normal-Weight Subjects. Int J Mol Sci. 2020 Jan 30;21(3):906. doi: 10.3390/ijms21030906. PMID: 32019174; PMCID: PMC7038051.