File:Maltose2.svg · Wikimedia Commons · See Wikimedia Commons
maltose
Sign in to saveAlso 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.
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 Ų
- 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
~5 min read
Encyclopedic overview
6 sectionsContents
- 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.
Gallery (9)
Available in 71 languages
- Español
- Français
- Deutsch
- 中文
- 日本語
- Русский
- Português
- Italiano
- العربية
- Afrikaans
- Albanian
- Armenian
- azb
- Azerbaijani
- Bahasa Indonesia
- Bangla
- Basque
- Belarusian
Show 52 more
- Bosnian
- Bulgarian
- Catalan
- cdo
- Croatian
- Czech
- Danish
- Esperanto
- Estonian
- Finnish
- Galician
- Greek
- Hebrew
- Hungarian
- Icelandic
- Irish
- Kazakh
- Kyrgyz
- Latin
- Latvian
- Limburgish
- Lithuanian
- Luxembourgish
- Macedonian
- Malay
- Nederlands
- Norwegian
- Norwegian Nynorsk
- Occitan
- Polski
- Romanian
- Serbian
- Serbian (Latin)
- simple
- Sinhala
- Slovak
- Slovenian
- Sundanese
- Svenska
- Tiếng Việt
- Türkçe
- Ukrainian
- Urdu
- Uzbek
- Wu Chinese
- zh_min_nan
- zh_yue
- Zhuang
- Zulu
- فارسی
- ไทย
- 한국어
via Wikidata sitelinks · CC0