Kojibiose | CAS#2140-29-6 | disaccharide

MedKoo Cat#: 558554 | Name: Kojibiose

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Description:

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

Kojibiose is a disaccharide. It is a product of the caramelization of glucose. It is also present in honey.

Chemical Structure

Kojibiose

CAS#2140-29-6

Theoretical Analysis

MedKoo Cat#: 558554

Name: Kojibiose

CAS#: 2140-29-6

Chemical Formula: C12H22O11

Exact Mass: 342.1200

Molecular Weight: 342.30

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

Price and Availability

Size	Price	Availability	Quantity
250mg	USD 650.00	2 Weeks

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Related CAS #

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Synonym

Kojibiose;

IUPAC/Chemical Name

2-O-alpha-D-Glucopyranosyl-D-glucose

InChi Key

PZDOWFGHCNHPQD-OQPGPFOOSA-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/h2,4-13,15-21H,1,3H2/t4-,5+,6-,7-,8-,9-,10+,11-,12+/m1/s1

SMILES Code

O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O[C@@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O

Appearance

Solid powder

Purity

>95% (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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 342.30 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.

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: Jung JH, Seo DH, Holden JF, Park CS. Identification and characterization of an archaeal kojibiose catabolic pathway in the hyperthermophilic Pyrococcus sp. strain ST04. J Bacteriol. 2014 Mar;196(5):1122-31. doi: 10.1128/JB.01222-13. Epub 2014 Jan 3. PubMed PMID: 24391053; PubMed Central PMCID: PMC3957703. 2: Okada S, Yamamoto T, Watanabe H, Nishimoto T, Chaen H, Fukuda S, Wakagi T, Fushinobu S. Structural and mutational analysis of substrate recognition in kojibiose phosphorylase. FEBS J. 2014 Feb;281(3):778-86. doi: 10.1111/febs.12622. Epub 2013 Dec 12. PubMed PMID: 24255995. 3: Moisés Laparra J, Díez-Municio M, Javier Moreno F, Herrero M. Kojibiose ameliorates arachidic acid-induced metabolic alterations in hyperglycaemic rats. Br J Nutr. 2015 Nov 14;114(9):1395-402. doi: 10.1017/S0007114515003153. Epub 2015 Sep 7. PubMed PMID: 26344377. 4: Yamamoto T, Nishio-Kosaka M, Izawa S, Aga H, Nishimoto T, Chaen H, Fukuda S. Enzymatic properties of recombinant kojibiose phosphorylase from Caldicellulosiruptor saccharolyticus ATCC43494. Biosci Biotechnol Biochem. 2011;75(6):1208-10. Epub 2011 Jun 13. PubMed PMID: 21670511. 5: Nakai H, Petersen BO, Westphal Y, Dilokpimol A, Abou Hachem M, Duus JØ, Schols HA, Svensson B. Rational engineering of Lactobacillus acidophilus NCFM maltose phosphorylase into either trehalose or kojibiose dual specificity phosphorylase. Protein Eng Des Sel. 2010 Oct;23(10):781-7. doi: 10.1093/protein/gzq055. Epub 2010 Aug 16. PubMed PMID: 20713411. 6: Kessler RE, Duke J, Goldstein IJ. Interaction of anti-kojibiose antibody with the lipoteichoic acids from Streptococcus faecalis and Streptococcus faecium. Infect Immun. 1984 Oct;46(1):279-81. PubMed PMID: 6434429; PubMed Central PMCID: PMC261477. 7: Watanabe H, Higashiyama T, Aga H, Nishimoto T, Kubota M, Fukuda S, Kurimoto M, Tsujisaka Y. Enzymatic synthesis of a 2-O-alpha-D-glucopyranosyl cyclic tetrasaccharide by kojibiose phosphorylase. Carbohydr Res. 2005 Feb 28;340(3):449-54. PubMed PMID: 15680600. 8: Ogawa S, Ashiura M, Uchida C. Synthesis of alpha-glucosidase inhibitors: kojibiose-type pseudo-disaccharides and a related pseudotrisaccharide. Carbohydr Res. 1998 Feb;307(1-2):83-95. PubMed PMID: 9658566. 9: Yamamoto T, Watanabe H, Nishimoto T, Aga H, Kubota M, Chaen H, Fukuda S. Acceptor recognition of kojibiose phosphorylase from Thermoanaerobacter brockii: syntheses of glycosyl glycerol and myo-inositol. J Biosci Bioeng. 2006 May;101(5):427-33. PubMed PMID: 16781473. 10: Dowd MK, Zeng J, French AD, Reilly PJ. Conformational analysis of the anomeric forms of kojibiose, nigerose, and maltose using MM3. Carbohydr Res. 1992 Jun 16;230(2):223-44. PubMed PMID: 1394298. 11: Yamamoto T, Maruta K, Mukai K, Yamashita H, Nishimoto T, Kubota M, Fukuda S, Kurimoto M, Tsujisaka Y. Cloning and sequencing of kojibiose phosphorylase gene from Thermoanaerobacter brockii ATCC35047. J Biosci Bioeng. 2004;98(2):99-106. PubMed PMID: 16233673. 12: Takahashi N, Fukushi E, Onodera S, Benkeblia N, Nishimoto T, Kawabata J, Shiomi N. Three novel oligosaccharides synthesized using Thermoanaerobacter brockii kojibiose phosphorylase. Chem Cent J. 2007 Jun 28;1:18. PubMed PMID: 17880747; PubMed Central PMCID: PMC1994063. 13: Okada H, Fukushi E, Onodera S, Nishimoto T, Kawabata J, Kikuchi M, Shiomi N. Synthesis and structural analysis of five novel oligosaccharides prepared by glucosyltransfer from beta-D-glucose 1-phosphate to isokestose and nystose using Thermoanaerobacter brockii kojibiose phosphorylase. Carbohydr Res. 2003 Apr 22;338(9):879-85. PubMed PMID: 12681912. 14: Duke J, Little N, Goldstein IJ. Preparation of crystalline -kojibiose octaacetate from dextran B-1299-s: its conversion into p-nitrophenyl and p-isothiocyanatophenyl -kojibioside. Carbohydr Res. 1973 Mar;27(1):193-8. PubMed PMID: 4711201. 15: Yamamoto T, Yamashita H, Mukai K, Watanabe H, Kubota M, Chaen H, Fukuda S. Construction and characterization of chimeric enzymes of kojibiose phosphorylase and trehalose phosphorylase from Thermoanaerobacter brockii. Carbohydr Res. 2006 Oct 16;341(14):2350-9. Epub 2006 Jul 26. PubMed PMID: 16872587. 16: Verhaeghe T, De Winter K, Berland M, De Vreese R, D'hooghe M, Offmann B, Desmet T. Converting bulk sugars into prebiotics: semi-rational design of a transglucosylase with controlled selectivity. Chem Commun (Camb). 2016 Mar 4;52(18):3687-9. doi: 10.1039/c5cc09940d. PubMed PMID: 26858011. 17: Saburi W, Okuyama M, Kumagai Y, Kimura A, Mori H. Biochemical properties and substrate recognition mechanism of GH31 α-glucosidase from Bacillus sp. AHU 2001 with broad substrate specificity. Biochimie. 2015 Jan;108:140-8. doi: 10.1016/j.biochi.2014.11.010. Epub 2014 Nov 20. PubMed PMID: 25450253. 18: YAMAUCHI F, ASO K. Crystalline alpha-kojibiose. Nature. 1961 Mar 4;189:753. PubMed PMID: 13787188. 19: MATSUDA K, WATANABE H, FUJIMOTO K, ASO K. Isolation of nigerose and kojibiose from dextrans. Nature. 1961 Jul 15;191:278. PubMed PMID: 13768213. 20: WATANABE T, ASO K. Isolation of kojibiose from honey. Nature. 1959 Jun 20;183(4677):1740. PubMed PMID: 13666886.