Mannuronic acid

Last updated
Mannuronic acid
D-mannuronic acid.svg
β-d-mannopyranuronic acid
Names
IUPAC name
β-d-mannopyranuronic acid
Other names
Mannopyranuronic acid, ManA
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
  • InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3-,4-,6?/m0/s1
    Key: AEMOLEFTQBMNLQ-VANFPWTGSA-N
  • [C@@H]1([C@@H]([C@H](OC([C@H]1O)O)C(=O)O)O)O
Properties
C6H10O7
Molar mass 194.139 g·mol−1
Related compounds
Related uronic acids
Alluronic acid, Altruronic acid, Arabinuronic acid, Fructuronic acid, Galacturonic acid, Glucuronic acid, Guluronic acid, Iduronic acid, Lyxuronic acid, Psicuronic acid, Riburonic acid, Ribuluronic acid, Sorburonic acid, Tagaturonic acid, Taluronic acid, Xyluluronic acid, Xyluronic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mannuronic acid is a uronic acid monosaccharide that can be derived from mannose. [1] Along with l-guluronic acid, d-mannuronic acid is a component of alginic acid, a polysaccharide found predominantly in brown algae. [2] Mannuronic acid is also incorporated into some bacterial capsular polysaccharides. [3]

Related Research Articles

<span class="mw-page-title-main">Biochemistry</span> Study of chemical processes in living organisms

Biochemistry or biological chemistry is the study of chemical processes within and relating to living organisms. A sub-discipline of both chemistry and biology, biochemistry may be divided into three fields: structural biology, enzymology, and metabolism. Over the last decades of the 20th century, biochemistry has become successful at explaining living processes through these three disciplines. Almost all areas of the life sciences are being uncovered and developed through biochemical methodology and research. Biochemistry focuses on understanding the chemical basis which allows biological molecules to give rise to the processes that occur within living cells and between cells, in turn relating greatly to the understanding of tissues and organs, as well as organism structure and function. Biochemistry is closely related to molecular biology, which is the study of the molecular mechanisms of biological phenomena.

<span class="mw-page-title-main">Carbohydrate</span> Organic compound that consists only of carbon, hydrogen, and oxygen

A carbohydrate is a biomolecule consisting of carbon (C), hydrogen (H) and oxygen (O) atoms, usually with a hydrogen–oxygen atom ratio of 2:1 and thus with the empirical formula Cm(H2O)n, which does not mean the H has covalent bonds with O. However, not all carbohydrates conform to this precise stoichiometric definition, nor are all chemicals that do conform to this definition automatically classified as carbohydrates.

<span class="mw-page-title-main">Cell wall</span> Outermost layer of some cells

A cell wall is a structural layer surrounding some types of cells, just outside the cell membrane. It can be tough, flexible, and sometimes rigid. It provides the cell with both structural support and protection, and also acts as a filtering mechanism. Cell walls are absent in many eukaryotes, including animals, but are present in some other ones like fungi, algae and plants, and in most prokaryotes. A major function is to act as pressure vessels, preventing over-expansion of the cell when water enters.

<span class="mw-page-title-main">Glucose</span> Naturally produced monosaccharide

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<span class="mw-page-title-main">Metabolism</span> Set of chemical reactions in organisms

Metabolism is the set of life-sustaining chemical reactions in organisms. The three main functions of metabolism are: the conversion of the energy in food to energy available to run cellular processes; the conversion of food to building blocks for proteins, lipids, nucleic acids, and some carbohydrates; and the elimination of metabolic wastes. These enzyme-catalyzed reactions allow organisms to grow and reproduce, maintain their structures, and respond to their environments. The word metabolism can also refer to the sum of all chemical reactions that occur in living organisms, including digestion and the transportation of substances into and between different cells, in which case the above described set of reactions within the cells is called intermediary metabolism.

<span class="mw-page-title-main">Polysaccharide</span> Long carbohydrate polymers comprising starch, glycogen, cellulose, and chitin

Polysaccharides, or polycarbohydrates, are the most abundant carbohydrates found in food. They are long-chain polymeric carbohydrates composed of monosaccharide units bound together by glycosidic linkages. This carbohydrate can react with water (hydrolysis) using amylase enzymes as catalyst, which produces constituent sugars. They range in structure from linear to highly branched. Examples include storage polysaccharides such as starch, glycogen and galactogen and structural polysaccharides such as cellulose and chitin.

<span class="mw-page-title-main">Uracil</span> Chemical compound of RNA

Uracil is one of the four nucleobases in the nucleic acid RNA. The others are adenine (A), cytosine (C), and guanine (G). In RNA, uracil binds to adenine via two hydrogen bonds. In DNA, the uracil nucleobase is replaced by thymine (T). Uracil is a demethylated form of thymine.

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<span class="mw-page-title-main">Reducing sugar</span> Sugars that contain free OH group at the anomeric carbon atom

A reducing sugar is any sugar that is capable of acting as a reducing agent. In an alkaline solution, a reducing sugar forms some aldehyde or ketone, which allows it to act as a reducing agent, for example in Benedict's reagent. In such a reaction, the sugar becomes a carboxylic acid.

<span class="mw-page-title-main">Molisch's test</span>

Molisch's test is a sensitive chemical test, named after Austrian botanist Hans Molisch, for the presence of carbohydrates, based on the dehydration of the carbohydrate by sulfuric acid or hydrochloric acid to produce an aldehyde, which condenses with two molecules of a phenol, resulting in a violet ring.

<span class="mw-page-title-main">Conjugated protein</span> Protein that contains a non-peptide component

A conjugated protein is a protein that functions in interaction with other (non-polypeptide) chemical groups attached by covalent bonding or weak interactions.

β-Glucosidase Class of enzymes

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<span class="mw-page-title-main">Edmund Hirst</span> British chemist

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The enzyme hyaluronate lyase catalyzes the chemical reaction

UDP-N-acetyl-2-amino-2-deoxyglucuronate dehydrogenase (EC 1.1.1.335, WlbA, WbpB) is an enzyme with systematic name UDP-N-acetyl-2-amino-2-deoxy-alpha-D-glucuronate:NAD+ 3-oxidoreductase. This enzyme catalyses the following chemical reaction:

Gellan lyase is an enzyme with systematic name gellan β-D-glucopyranosyl-(1→4)-D-glucopyranosyluronate lyase. This enzyme catalyses the following process:

Root mucilage is made of plant-specific polysaccharides or long chains of sugar molecules. This polysaccharide secretion of root exudate forms a gelatinous substance that sticks to the caps of roots. Root mucilage is known to play a role in forming relationships with soil-dwelling life forms. Just how this root mucilage is secreted is debated, but there is growing evidence that mucilage derives from ruptured cells. As roots penetrate through the soil, many of the cells surrounding the caps of roots are continually shed and replaced. These ruptured or lysed cells release their component parts, which include the polysaccharides that form root mucilage. These polysaccharides come from the Golgi apparatus and plant cell wall, which are rich in plant-specific polysaccharides. Unlike animal cells, plant cells have a cell wall that acts as a barrier surrounding the cell providing strength, which supports plants just like a skeleton.

<span class="mw-page-title-main">Stains-all</span> Dye

Stains-all is a carbocyanine dye, which stains anionic proteins, nucleic acids, anionic polysaccharides and other anionic molecules.

<span class="mw-page-title-main">Guluronic acid</span> Uronic acid monosaccharide derived from gulose

Guluronic acid is a uronic acid monosaccharide that may be derived from gulose. l-Guluronic acid is a C-3 epimer of l-galacturonic acid and a C-5 epimer of d-mannuronic acid. Along with d-mannuronic acid, l-guluronic acid is a component of alginic acid, a polysaccharide found in brown algae. α-L-Guluronic acid has been found to bind divalent metal ions through the carboxylate moiety and through the axial-equatorial-axial arrangement of hydroxyl groups found around the ring.

References

  1. Oxford Dictionary of Biochemistry and Molecular Biology. Oxford University Press. 2006. ISBN   9780198529170 . Retrieved 30 May 2021.
  2. Gacesa, Peter (1992). "Enzymic degradation of alginates". International Journal of Biochemistry. 24 (4): 545–552. doi:10.1016/0020-711x(92)90325-u. PMID   1516726.
  3. Ghosh, Pallab Kumar; Maiti, Tushar Kanti (2016). "Structure of Extracellular Polysaccharides (EPS) Produced by Rhizobia and their Functions in Legume–Bacteria Symbiosis: — A Review". Achievements in the Life Sciences. 10 (2): 136–143. doi: 10.1016/j.als.2016.11.003 .