maltose

Also known as 4-(alpha-D-glucopyranosido)-alpha-glucopyranose, Cextromaltose, maltobiose, D-maltose, 4-O-alpha-D-glucopyranosyl-D-glucose, alpha-D-Glcp-(1->4)-D-Glcp, 4-O-alpha-D-glucopyranosyl-D-glucopyranose, D-(+)-maltose

thumb|right|260px|Amylase reaction consisting of hydrolyzing amylose, producing maltose

OverviewAI-generated

Maltose is a chemical compound with the formula C₁₂H₂₂O₁₁. Its IUPAC name is (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol. The molecule has a mass of 342.116212 and a weight of 342.30.

Structural properties include a charge of 0, an xlogp of -4.7, and a topological polar surface area of 190. The compound features 8 hydrogen bond donors and 11 hydrogen bond acceptors. It is represented by the canonical SMILES string C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)O)O and the isomeric SMILES string C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](OC([C@@H]([C@H]2O)O)O)CO)O)O)O)O.

Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

In the Vinony graph

Vinony's link graph records 689 inbound references to maltose, and connects out to cheong, hexose and sugar.

Vinony files it under Chemical articles with multiple compound IDs, Disaccharides and ECHA InfoCard ID from Wikidata.

Vinony links it to 71 Wikipedia language editions.

Chemical data

Formula: C12H22O11
Molecular weight: 342.3 g/mol
IUPAC name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol
SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](OC([C@@H]([C@H]2O)O)O)CO)O)O)O)O
InChIKey: GUBGYTABKSRVRQ-PICCSMPSSA-N
XLogP: -4.7
Polar surface area: 190 Å²
H-bond donors: 8
H-bond acceptors: 11
Formal charge: 0

via PubChem

Research

14,683 papers

Lactose, Maltose, and Sucrose in Health and Disease.ReviewMolecular nutrition & food research · 2020Qi X, Tester RFDOI: 10.1002/mnfr.201901082
Maltose accumulation-induced cell death in Saccharomyces cerevisiae.FEMS yeast research · 2024Zhang X, Nijland JG, Driessen AJMDOI: 10.1093/femsyr/foae012
Maltose-induced hyponatremia.Annals of internal medicine · 1993Palevsky PM, Rendulic D, Diven WFDOI: 10.7326/0003-4819-118-7-199304010-00007
The importance of maltose in transitory starch breakdown.ReviewPlant, cell & environment · 2006Lu Y, Sharkey TDDOI: 10.1111/j.1365-3040.2005.01480.x
Anaphylaxis caused by maltose solution.Allergology international : official journal of the Japanese Society of Allergology · 2020Takayama E, Seto HDOI: 10.1016/j.alit.2019.12.008
The NMR signature of maltose-based glycation in full-length proteins.Journal of biomolecular NMR · 2024Defant P, Regl C, Huber CG et al.DOI: 10.1007/s10858-023-00432-5
Case of anaphylaxis to maltose solution.The Journal of dermatology · 2020Moriwaki M, Umeda N, Ishii K et al.DOI: 10.1111/1346-8138.15263
Maltose and lactose transport in Escherichia coli. Examples of two different types of concentrative transport systems.ReviewBiochimica et biophysica acta · 1983Hengge R, Boos WDOI: 10.1016/0304-4157(83)90009-6

via PubMed

Wikidata facts

Has part: hydrogen
Mass: 342.11621155

Show 7 more facts

different from: sucrose
chemical formula: C₁₂H₂₂O₁₁
found in taxon: Escherichia coli
canonical SMILES: C(C1C(C(C(C(O1)OC2C(OC(C(C2O)O)O)CO)O)O)O)O
isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@H](OC([C@@H]([C@H]2O)O)O)CO)O)O)O)O
Commons category: Maltose
described by source: Brockhaus and Efron Encyclopedic Dictionary

Sources (5)

via Wikidata · CC0

~5 min read

Encyclopedic overview

6 sections

Contents

History
Structure and nomenclature
Properties
Sources and absorption
References
External links

{{chembox | Verifiedfields = changed | Watchedfields = removed | verifiedrevid = 47716923 | ImageFile = Maltose2.svg | ImageSize = | ImageName = α-Maltose | ImageCaption = α-Maltose | ImageClass = skin-invert-image | ImageFile1 = Maltose structure.svg | ImageSize1 = | ImageName1 = β-Maltose | ImageCaption1 = β-Maltose | ImageClass1 = skin-invert-image | IUPACName = α--Glucopyranosyl-(1→4)-β--glucopyranose 4-O-α-D-Glucopyranosyl-D-glucopyranose | OtherNames = | SystematicName = (3R,4R,5S,6R)-6-(hydroxymethyl)-5-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2,3,4-triol | Section1 = | Section2 = | Section7 = | Section8 = }} thumb|right|260px|Amylase reaction consisting of hydrolyzing amylose, producing maltose

Maltose ( or ), also known as maltobiose or malt sugar, is a disaccharide formed from two units of glucose joined with an α(1→4) bond. In the isomer isomaltose, the two glucose molecules are joined with an α(1→6) bond. Maltose is the two-unit member of the amylose homologous series, the key structural motif of starch. When beta-amylase breaks down starch, it removes two glucose units at a time, producing maltose. An example of this reaction is found in germinating seeds, which is why it was named after malt. Unlike sucrose, it is a reducing sugar.

Excerpted from Wikipedia’s “maltose” article, available under the CC BY-SA 4.0 licence.