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15718

Sigma-Aldrich

D-(+)-Maltose monohydrate

Synonym(s):

4-O-α-D-Glucopyranosyl-D-glucose, Maltobiose

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About This Item

Empirical Formula (Hill Notation):
C12H22O11 · H2O
CAS Number:
6363-53-7
Molecular Weight:
360.31
Beilstein/REAXYS Number:
93798
EC Number:
200-716-5
MDL number:
MFCD00149343
UNSPSC Code:
12352201
PubChem Substance ID:
329750983

optical activity

[α]20/D +137±2°, c = 10% in H2O (calc.of H2O free subst.)

impurities

≤0.001% heavy metals (as Pb)
5-6% water (Karl Fischer)

ign. residue

≤0.05% (as SO4)

solubility

H2O: soluble 180 g/L at 20 °C

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

SMILES string

O.OC[C@@H](O)[C@@H](O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C=O

InChI

1S/C12H22O11.H2O/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12;/h1,4-12,14-21H,2-3H2;1H2/t4-,5+,6+,7+,8+,9-,10+,11+,12+;/m0./s1

InChI key

HBDJFVFTHLOSDW-DNDLZOGFSA-N

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Application

D-Maltose has been used for preparing Diamond′s modified TYM medium which is utilized for studying the pharmacodynamic impacts of metronidazole on Trichomonas vaginalis by using time-kill assay.[1] It has also been used as a substrate for the identification, differentiation and characterization of enzymes such as maltase(s); maltose alpha-D-glucosyltransferase(s); maltose-transporting ATPase(s); maltose O-acetyltransferase(s), maltose epimerase(s) and phosphorylase(s). Further, D-Maltose has been used to study maltose-binding proteins and disaccharide transport systems. Other application of D-maltose was in disproportionation activity enzyme assays.[2][3]

Biochem/physiol Actions

D-Maltose is broken down in the presence of beta-amylases to produce two molecule of glucose followed by glucose metabolism and release of energy. The malP and malQ genes in bacterial genome produce essential enzymes required for maltose metabolism. Beta-amylases are present in plants and bacteria whereas maltase present in humans breaks down the maltose in diet.[4][5]
Maltose is a disaccharide containing two glucose molecules with an α(1→4) glycosidic linkage. Maltose can be derived from starch in food through the action of amylase. Maltose can be found in many food products, including beer, cereals, and pasta.

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SZBC2570V
SZBC2570
SZBC0660
SZBC0660V
SZBB3130V

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D E Nix et al.
Antimicrobial agents and chemotherapy, 39(8), 1848-1852 (1995-08-01)
The pharmacodynamic effects of metronidazole on Trichomonas vaginalis have been poorly characterized. The present in vitro study was performed to characterize the relationship between killing of trichomonads and metronidazole exposure (metronidazole concentration and time of exposure). Five laboratory strains and
G M Gray
The Journal of nutrition, 122(1), 172-177 (1992-01-01)
Starch digestion and absorption is augmented appreciably by physical processing of grain or legume and by heating to 100 degrees C for several minutes before its ingestion. Starch, a polysaccharide composed of alpha 1,4-linked glucose units (amylose) and alpha 1,4-1,6-linked
B A van der Veen et al.
The Journal of biological chemistry, 276(48), 44557-44562 (2001-09-14)
Cyclodextrin-glycosyltransferases (CGTases) (EC ) preferably catalyze transglycosylation reactions with glucosyl residues as acceptor, whereas the homologous alpha-amylases catalyze hydrolysis reactions using water as acceptor. This difference in reaction specificity is most likely caused by the acceptor binding site. To investigate
B A van der Veen et al.
European journal of biochemistry, 267(3), 658-665 (2000-01-29)
Cyclodextrin glycosyltransferase (CGTase) catalyzes three transglycosylation reactions via a double displacement mechanism involving a covalent enzyme-intermediate complex (substituted-enzyme intermediate). Characterization of the three transglycosylation reactions, however, revealed that they differ in their kinetic mechanisms. Disproportionation (cleavage of an alpha-glycosidic bond
W Boos et al.
Microbiology and molecular biology reviews : MMBR, 62(1), 204-229 (1998-04-08)
The maltose system of Escherichia coli offers an unusually rich set of enzymes, transporters, and regulators as objects of study. This system is responsible for the uptake and metabolism of glucose polymers (maltodextrins), which must be a preferred class of
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