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K4769

Sigma-Aldrich

Kojibiose

≥98% (HPLC)

Synonym(s):

α-D-Glc-(1→2)-D-Glc, 2-O-α-D-Glucopyranosyl-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C12H22O11
CAS Number:
2140-29-6
Molecular Weight:
342.30
MDL number:
MFCD00214308
UNSPSC Code:
12352201
PubChem Substance ID:
329817148
NACRES:
NA.25

Assay

≥98% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

solubility

water: 5 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

OCC(O)C(O)C(O)C(OC1OC(CO)C(O)C(O)C1O)C=O

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

InChI key

PZDOWFGHCNHPQD-UHFFFAOYSA-N

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Application

Kojibiose, a disaccharide product of glucose caramelization and an inhibitor of plant glucosidase I, may be used to help identify and characterize glucosidase I enzymes involved in terminal deglycosylation of high-mannose oligosaccharides. Kojibiose may be used as a substrate to study the biological species, enzymes and catabolic processes that catabolize it as an energy source. Kojibiose may be used to identify, differentiate and characterize kojibiose phosphorylase(s) (KP).

Biochem/physiol Actions

Kojibiose is an inhibitor of plant glucosidase I. It inhibits the removal of terminal glucose from the high-mannose oligosaccharide (Glc)3(Man)9(GlcNAc)2, either from the free oligosaccharide or from the oligosaccharide attached to a protein via N-linkage.

Other Notes

To gain a comprehensive understanding of our extensive range of Disaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Glucose tetrasaccharide ≥99.0% (TLC)

Sigma-Aldrich

78544

Glucose tetrasaccharide

Nystose analytical standard

Supelco

56218

Nystose

Isomaltose analytical standard

Supelco

05389

Isomaltose

Satoshi Okada et al.
The FEBS journal, 281(3), 778-786 (2013-11-22)
Glycoside hydrolase (GH) family 65 contains phosphorylases acting on maltose (Glc-α1,4-Glc), kojibiose (Glc-α1,2-Glc), trehalose (Glc-α1,α1,-Glc), and nigerose (Glc-α1,3-Glc). These phosphorylases can efficiently catalyze the reverse reactions with high specificities, and thus can be applied to the practical synthesis of α-glucosyl
Wouter F J Hogendorf et al.
Bioorganic & medicinal chemistry, 18(11), 3668-3678 (2010-04-23)
In this paper the synthesis of an Enterococcus Faecalis teichoic acid (TA) hexamer is presented. The key kojibiosyl-glycerol phosphoramidite building block was obtained by condensation of thioglucose donors, provided with various protecting groups at the C2 hydroxyl function with an
Jong-Hyun Jung et al.
Journal of bacteriology, 196(5), 1122-1131 (2014-01-07)
A unique gene cluster responsible for kojibiose utilization was identified in the genome of Pyrococcus sp. strain ST04. The proteins it encodes hydrolyze kojibiose, a disaccharide product of glucose caramelization, and form glucose-6-phosphate (G6P) in two steps. Heterologous expression of
Jarred Yasuhara-Bell et al.
Microorganisms, 8(3) (2020-03-11)
Rathayibacter toxicus is a Gram-positive, nematode-vectored bacterium that infects several grass species in the family Poaceae. Unique in its genus, R. toxicus has the smallest genome, possesses a complete CRISPR-Cas system, a vancomycin-resistance cassette, produces tunicamycin, a corynetoxin responsible for
S Ogawa et al.
Carbohydrate research, 307(1-2), 83-95 (1998-07-11)
Two kojibiose-type pseudo-disaccharides and a trisaccharide, containing a 5-amino-1,2,3,4-cyclopentanetetrol derivative or valienamine, linked by way of nitrogen bridges to the sugar residues, have been designed and synthesized as processing alpha-glucosidase I inhibitors. Synthesis of the pseudo-disaccharides was carried out starting
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