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M8378

Sigma-Aldrich

Maltotriose

≥90% (HPLC)

Synonym(s):

α-D-Glc-(1→4)-α-D-Glc-(1→4)-D-Glc, O-α-DD-Glucopyranosyl-(1→4)-O-α-D-glucopyranosyl-(1→4)-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C18H32O16
CAS Number:
1109-28-0
Molecular Weight:
504.44
Beilstein:
1443481
EC Number:
214-174-2
MDL number:
MFCD00006629
UNSPSC Code:
12352201
PubChem Substance ID:
24897246
NACRES:
NA.25

biological source

plant

Quality Level

200

Assay

≥90% (HPLC)

form

powder

color

white

mp

132 -135 °C ((270 - 275 °F ))

solubility

water: 50 mg/mL, clear, colorless

application(s)

agriculture

storage temp.

room temp

SMILES string

[H][C@]1(O)O[C@H](CO)[C@@H](O[C@@]2([H])O[C@H](CO)[C@@H](O[C@@]3([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O

InChI

1S/C18H32O16/c19-1-4-7(22)8(23)12(27)17(31-4)34-15-6(3-21)32-18(13(28)10(15)25)33-14-5(2-20)30-16(29)11(26)9(14)24/h4-29H,1-3H2/t4-,5-,6-,7-,8+,9-,10-,11-,12-,13-,14-,15-,16+,17-,18-/m1/s1

InChI key

FYGDTMLNYKFZSV-PXXRMHSHSA-N

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General description

Maltotriose is a (1-4)-linked glucose oligomer that serves as the inducer of the maltose regulon of Escherichia coli.
Maltotriose, a short-chain glucose-based oligosaccharide elicits a sweet taste. This trisaccharide is made up of three 1,4 linked α-D-glucose units.

Application

Maltotriose has been used:
  • as a carbohydrate standard to determine the carbohydrate composition of the wort by high-performance liquid chromatography paired with refractive index detection (HPLC-RID)
  • as an acceptor substrate to determine the transglycosylation activity of amylomaltase
  • as an acceptor substrate in hydrolytic activity and thermal stability assays
  • in a comparative study to investigate the infrared (IR)-Fourier spectra of a carbohydrate series

Maltotriose has been used:
  • in a study to assess the rapid determination of the attenuation limit of beer
  • in a study to investigate the influence of fourth-generation poly(propyleneimine) dendrimers on blood cells

Biochem/physiol Actions

Maltotriose is a ligand of the human sweet taste receptor hT1R2/hT1R3.

Other Notes

To gain a comprehensive understanding of our extensive range of Polysaccharides 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Barbara Ziemba et al.
Journal of biomedical materials research. Part A, 100(11), 2870-2880 (2012-05-25)
Dendrimers provide many exciting opportunities for potential biomedical applications. However, owing to their positively charged surfaces, poly(propyleneimine) (PPI) dendrimers show toxic and haemolytic activities. One of the methods for masking the peripheral cationic groups is to modify them using carbohydrate
B J Jones et al.
Clinical science (London, England : 1979), 72(4), 409-414 (1987-04-01)
The jejunal absorption of glucose from (1-4)-linked glucose oligomers including maltotriose has been compared with that from free glucose and sucrose in normal subjects. A steady-state perfusion technique in vivo was used to study proximal jejunal assimilation of isotonic sugar-saline
O Raibaud et al.
Journal of bacteriology, 169(7), 3059-3061 (1987-07-01)
In a cell-free system programmed with a plasmid bearing a malP'-'lacZ gene fusion under the control of malPp, beta-galactosidase synthesis was strictly dependent on the presence of both the MalT activator protein and the inducer of the Escherichia coli maltose
K B Xavier et al.
Journal of bacteriology, 178(16), 4773-4777 (1996-08-01)
The hyperthermophilic marine archaeon Thermococcus litoralis exhibits high-affinity transport activity for maltose and trehalose at 85 degrees C. The K(m) for maltose transport was 22 nM, and that for trehalose was 17 nM. In cells that had been grown on
J W Lee et al.
Applied and environmental microbiology, 65(12), 5265-5271 (1999-12-03)
Aureobasidium pullulans ATCC 42023 was cultured under aerobic conditions with glucose, mannose, and glucose analogs as energy sources. The exopolymer extracts produced under these conditions were composed of glucose and mannose. The molar ratio of glucose to mannose in the
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