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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

Quality Level

200

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

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
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
M K Dowd et al.
Carbohydrate research, 230(2), 223-244 (1992-06-16)
Energy surfaces were computed for relative orientations of the relaxed pyranosyl rings of the two anomeric forms of kojibiose, nigerose, and maltose, the (1----2)-alpha, (1----3)-alpha, and (1----4)-alpha-linked D-glucosyl disaccharides, respectively. Twenty-four combinations of starting conformations of the rotatable side-groups were
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
A R Santa Cruz et al.
Experientia, 41(7), 928-929 (1985-07-15)
We have prepared dolichylpyrophosphoryl-[14C]-oligosaccharide (Dol-PP-oligosaccharide) from calf thyroid. Microsomal fractions from human breast tissues catalyzed the transfer of labeled oligosaccharide to endogenous acceptor proteins. Malignant tumors showed higher activity of the oligosaccharide transferring enzyme than normal tissue. With kojibiose (Kj)
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