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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:
Molecular Weight:
504.44
Beilstein:
1443481
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

biological source

plant

Quality Level

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)

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Alexa J Pullicin et al.
Chemical senses, 44(2), 123-128 (2018-12-28)
Although sweet-tasting saccharides possess similar molecular structures, their relative sweetness often varies to a considerable degree. Current understanding of saccharide structure/sweetness interrelationships is limited. Understanding how certain structural features of saccharides and/or saccharide analogs correlate to their relative sweetness can
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
Stefan Castritius et al.
Journal of agricultural and food chemistry, 60(25), 6341-6348 (2012-06-06)
A new approach for the determination of the attenuation limit of beer samples using the specific fingerprint region of middle-infrared (MIR) spectroscopy in combination with multiple regression by partial least-squares (PLS) was developed using an attenuated total reflectance (ATR) module.
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
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

Protocols

Separation of Maltotriose; Maltose; Xylitol

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