Monosaccharide

Definition: Parent monosaccharides are polyhydroxy aldehydes H[CH(OH)]nC(=O)H or polyhydroxy ketones H-[CHOH]n-C(=O)[CHOH]m-H with three or more carbon atoms. The generic term 'monosaccharide' (as opposed to oligosaccharide or polysaccharide) denotes a single unit, without glycosidic connection to other such units. It includes aldoses, dialdoses, aldoketoses, ketoses and diketoses, as well as deoxy sugars and amino sugars, and their derivatives, provided that the parent compound has a (potential) carbonyl group.

ID: CHEBI:35381

Synonyms:

Articles referencing this term

Automated synthesis of lipomannan backbone α(1-6) oligomannoside via glycosyl phosphates: glycosyl tricyclic orthoesters revisited
Xinyu Liu, Reiko Wada, Siwarutt Boonyarattanakalin, Bastien Castagner and Peter H. Seeberger, Chem. Commun., 2008 , 3510
DOI: 10.1039/b804069a

Stereocontrolled synthesis of fully functionalized d-glucosamine monosaccharides via a domino nitro-Michael/Henry reaction
Alexander Adibekian, Mattie S. M. Timmer, Pierre Stallforth, Jimmy van Rijn, Daniel B. Werz and Peter H. Seeberger, Chem. Commun., 2008 , 3549
DOI: 10.1039/b805159c

Gold mediated glycosylations: selective activation of propargyl 1,2-orthoesters in the presence of aglycones containing a propargyl moiety
Gopalsamy Sureshkumar and Srinivas Hotha, Chem. Commun., 2008 , 4282
DOI: 10.1039/b806707d

Glycoarrays—tools for determining protein–carbohydrate interactions and glycoenzyme specificity
Nicolas Laurent, Josef Voglmeir and Sabine L. Flitsch, Chem. Commun., 2008 , 4400
DOI: 10.1039/b806983m

Enhanced carbohydrate structural selectivity in ion mobility-mass spectrometry analyses by boronic acid derivatization
Larissa S. Fenn and John A. McLean, Chem. Commun., 2008 , 5505
DOI: 10.1039/b810421b

New chemical and biological applications of fluorous technologies
Wei Zhang and Chun Cai, Chem. Commun., 2008 , 5686
DOI: 10.1039/b812433g

Ru(ii)–carbohydrate dendrimers as photoinduced electron transfer lectin biosensors
Raghavendra Kikkeri, Inés García-Rubio and Peter H. Seeberger, Chem. Commun., 2009 , 235
DOI: 10.1039/b814146k

Single amino acid chelates (SAAC): a strategy for the design of technetium and rhenium radiopharmaceuticals
Mark Bartholomä, John Valliant, Kevin P. Maresca, John Babich and Jon Zubieta, Chem. Commun., 2009 , 493
DOI: 10.1039/b814903h

A natural carbohydrate substrate for Mycobacterium tuberculosis methionine sulfoxide reductase A
Susanne A. Stalford, Martin A. Fascione, Smitha J. Sasindran, Delphi Chatterjee, Subramanian Dhandayuthapani and W. Bruce Turnbull, Chem. Commun., 2009 , 110
DOI: 10.1039/b817483k

STICS: surface-tethered iterative carbohydrate synthesis
Papapida Pornsuriyasak, Sneha C. Ranade, Aixiao Li, M. Cristina Parlato, Charles R. Sims, Olga V. Shulga, Keith J. Stine and Alexei V. Demchenko, Chem. Commun., 2009 , 1834
DOI: 10.1039/b817684a

Competitive analysis of saccharides or dopamine by boronic acid-functionalized CdSe–ZnS quantum dots
Ronit Freeman, Lily Bahshi, Tali Finder, Ron Gill and Itamar Willner, Chem. Commun., 2009 , 764
DOI: 10.1039/b820112a

Chemoenzymatic syntheses of carbasugar analogues of nucleoside diphosphate sugars: UDP-carba-Gal, UDP-carba-GlcNAc, UDP-carba-Glc, and GDP-carba-Man
Kyung-Chang Seo, Young-Geol Kwon, Dae-Hee Kim, In-Sook Jang, Jin-Won Cho and Sung-Kee Chung, Chem. Commun., 2009 , 1733
DOI: 10.1039/b821058f

Targeting lectin activity into inclusion bodies for the characterisation of glycoproteins
Jozef Nahálka, Danica Mislovičová and Helena Kavcová, Mol. BioSyst., 2009 , 5 , 819
DOI: 10.1039/b900526a

Boronolectin with divergent fluorescent response specific for free sialic acid
Stephan M. Levonis, Milton J. Kiefel and Todd A. Houston, Chem. Commun., 2009 , 2278
DOI: 10.1039/b900836p

Aggregation-induced emission: phenomenon, mechanism and applications
Yuning Hong, Jacky W. Y. Lam and Ben Zhong Tang, Chem. Commun., 2009 , 4332
DOI: 10.1039/b904665h

Inhibitory effect of CuSO₄ on α-glucosidase activity in ddY mice
Yutaka Yoshikawa, Ryoko Hirata, Hiroyuki Yasui, Masakazu Hattori and Hiromu Sakurai, Metallomics, 2010 , 2 , 67
DOI: 10.1039/b906709d

The repertoire of glycan determinants in the human glycome
Richard D. Cummings, Mol. BioSyst., 2009 , 5 , 1087
DOI: 10.1039/b907931a

Immunotherapy for cancer: synthetic carbohydrate-based vaccines
Therese Buskas, Pamela Thompson and Geert-Jan Boons, Chem. Commun., 2009 , 5335
DOI: 10.1039/b908664c

Metabolic profiling of the fission yeast S. pombe: quantification of compounds under different temperatures and genetic perturbation
Tomáš Pluskal, Takahiro Nakamura, Alejandro Villar-Briones and Mitsuhiro Yanagida, Mol. BioSyst., 2010 , 6 , 182
DOI: 10.1039/b908784b

Complex genetic regulation of protein glycosylation
Gordan Lauc, Igor Rudan, Harry Campbell and Pauline M. Rudd, Mol. BioSyst., 2010 , 6 , 329
DOI: 10.1039/b910377e

Genome-scale modeling and in silico analysis of mouse cell metabolic network
Suresh Selvarasu, Iftekhar A. Karimi, Ghi-Hoon Ghim and Dong-Yup Lee, Mol. BioSyst., 2010 , 6 , 152
DOI: 10.1039/b912865d

A label-free strategy for facile electrochemical analysis of dynamic glycan expression on living cells
Lin Ding, Wei Cheng, Xiaojian Wang, Yadong Xue, Jianping Lei, Yibing Yin and Huangxian Ju, Chem. Commun., 2009 , 7161
DOI: 10.1039/b918008g

Dynamic glycovesicle systems for amplified QCM detection of carbohydrate-lectin multivalent biorecognition
Eugene Mahon, Teodor Aastrup and Mihail Barboiu, Chem. Commun., 2010 , 46 , 2441
DOI: 10.1039/b924766a

Casuarine-6-O-α-d-glucoside and its analogues are tight binding inhibitors of insect and bacterial trehalases
Francesca Cardona, Andrea Goti, Camilla Parmeggiani, Paolo Parenti, Matilde Forcella, Paola Fusi, Laura Cipolla, Shirley M. Roberts, Gideon J. Davies and Tracey M. Gloster, Chem. Commun., 2010 , 46 , 2629
DOI: 10.1039/b926600c

The first example of a significant active site conformational rearrangement in a carbonic anhydrase-inhibitor adduct: the carbonic anhydrase I–topiramate complex
Vincenzo Alterio, Simona Maria Monti, Emanuela Truppo, Carlo Pedone, Claudiu T. Supuran and Giuseppina De Simone, Org. Biomol. Chem., 2010 , 8 , 3528
DOI: 10.1039/b926832d

An organic matrix-mediated processing methodology to fabricate hydroxyapatite based nanostructured biocomposites
Prakash Hariram Kithva, Lisbeth Grøndahl, Rajendra Kumar, Darren Martin and Matt Trau, Nanoscale, 2009 , 1 , 229
DOI: 10.1039/b9nr00062c

Mechanised nanoparticles for drug delivery
Karla K. Cotí, Matthew E. Belowich, Monty Liong, Michael W. Ambrogio, Yuen A. Lau, Hussam A. Khatib, Jeffrey I. Zink, Niveen M. Khashab and J. Fraser Stoddart, Nanoscale, 2009 , 1 , 16
DOI: 10.1039/b9nr00162j

Furans as offspring of sugars and polysaccharides and progenitors of a family of remarkable polymers: a review of recent progress
Alessandro Gandini, Polym. Chem., 2010 , 1 , 245
DOI: 10.1039/b9py00233b

Rationally designed squaryldiamides – a novel class of sugar-nucleotide mimics?
Sven Niewiadomski, Zeenat Beebeejaun, Helen Denton, Terry K. Smith, Richard J. Morris and Gerd K. Wagner, Org. Biomol. Chem., 2010 , 8 , 3488
DOI: 10.1039/c004165c

Dissecting tunicamycin biosynthesis by genome mining: cloning and heterologous expression of a minimal gene cluster
Filip J. Wyszynski, Andrew R. Hesketh, Mervyn J. Bibb and Benjamin G. Davis, Chem. Sci., 2010 , 1 , 581
DOI: 10.1039/c0sc00325e