For biosynthetic reasons, most saccharides are almost always more abundant in nature as the "D"-form, or structurally analogous to D-glyceraldehyde.[note 1] However, L-arabinose is in fact more common than D-arabinose in nature and is found in nature as a component of biopolymers such as hemicellulose and pectin.[2]
The L-arabinose operon, also known as the araBAD operon, has been the subject of much biomolecular research. The operon directs the catabolism of arabinose in E. coli, and it is dynamically activated in the presence of arabinose and the absence of glucose.[3]
A classic method for the organic synthesis of arabinose from glucose is the Wohl degradation.[4]
D-Arabinose
α-D-Arabinofuranose
β-D-Arabinofuranose
α-D-Arabinopyranose
β-D-Arabinopyranose
Etymologyedit
Arabinose gets its name from gum arabic, from which it was first isolated.[5]
^Krog-Mikkelsen, Inger; Hels, Ole; Tetens, Inge; Holst, Jens Juul; Andersen, Jens Rikardt; Bukhave, Klaus (2011-08-01). "The effects of L-arabinose on intestinal sucrase activity: dose-response studies in vitro and in humans". The American Journal of Clinical Nutrition. 94 (2): 472–478. doi:10.3945/ajcn.111.014225. ISSN 1938-3207. PMID 21677059.
May 03, 2024
arabinose, aldopentose, monosaccharide, containing, five, carbon, atoms, including, aldehyde, functional, group, names, iupac, name, other, names, pectinose, identifiers, number, y10323, y5328, model, jsmol, interactive, imageinteractive, image, chebi, chebi, . Arabinose is an aldopentose a monosaccharide containing five carbon atoms and including an aldehyde CHO functional group Arabinose Names IUPAC name Arabinose Other names Pectinose Identifiers CAS Number 147 81 9 Y10323 20 3 D Y5328 37 0 L Y 3D model JSmol Interactive imageInteractive image ChEBI CHEBI 46983 Y ChemSpider 59687 Y EC Number 205 699 8 PubChem CID 5460291 UNII 509X20752R YF0W6ETZ4E5 D YB40ROO395Z L Y InChI InChI 1S C5H10O5 c6 1 3 8 5 10 4 9 2 7 h1 3 5 7 10H 2H2 t3 4 5 m1 s1 YKey PYMYPHUHKUWMLA WDCZJNDASA N YInChI 1 C5H10O5 c6 1 3 8 5 10 4 9 2 7 h1 3 5 7 10H 2H2 t3 4 5 m1 s1Key PYMYPHUHKUWMLA WDCZJNDABW SMILES O C C H O C H O C H O COC C H C H C H C O O O O O Properties 1 Chemical formula C 5H 10O 5 Molar mass 150 13 g mol Appearance Colorless crystals as prisms or needles Density 1 585 g cm3 20 C Melting point 164 to 165 C 327 to 329 F 437 to 438 K Solubility in water 834 g 1 L 25 C 77 F Magnetic susceptibility x 85 70 10 6 cm3 mol Hazards NFPA 704 fire diamond 110 Related compounds Related aldopentoses RiboseXyloseLyxose Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references Contents 1 Properties 2 Etymology 3 Use in foods 4 See also 5 Notes 6 ReferencesProperties editFor biosynthetic reasons most saccharides are almost always more abundant in nature as the D form or structurally analogous to D glyceraldehyde note 1 However L arabinose is in fact more common than D arabinose in nature and is found in nature as a component of biopolymers such as hemicellulose and pectin 2 The L arabinose operon also known as the araBAD operon has been the subject of much biomolecular research The operon directs the catabolism of arabinose in E coli and it is dynamically activated in the presence of arabinose and the absence of glucose 3 A classic method for the organic synthesis of arabinose from glucose is the Wohl degradation 4 D Arabinose nbsp a D Arabinofuranose nbsp b D Arabinofuranose nbsp a D Arabinopyranose nbsp b D ArabinopyranoseEtymology editArabinose gets its name from gum arabic from which it was first isolated 5 Use in foods editOriginally commercialized as a sweetener arabinose is an inhibitor of sucrase the enzyme that breaks down sucrose into glucose and fructose in the small intestine 6 See also editArabinosyl nucleosidesNotes edit The D L nomenclature does not refer to the molecule s optical rotation properties but to its structural analogy to glyceraldehyde References edit Weast Robert C ed 1981 CRC Handbook of Chemistry and Physics 62nd ed Boca Raton FL CRC Press p C 110 ISBN 0 8493 0462 8 Holtzapple M T 2003 HEMICELLULOSES Encyclopedia of Food Sciences and Nutrition 2nd edition 3060 3071 doi 10 1016 B0 12 227055 X 00589 7 ISBN 9780122270550 Watson James 2003 Molecular Biology of the Gene p 503 Braun Geza 1940 D Arabinose Organic Syntheses 20 14 Collected Volumes vol 3 p 101 Merriam Webster Dictionary Krog Mikkelsen Inger Hels Ole Tetens Inge Holst Jens Juul Andersen Jens Rikardt Bukhave Klaus 2011 08 01 The effects of L arabinose on intestinal sucrase activity dose response studies in vitro and in humans The American Journal of Clinical Nutrition 94 2 472 478 doi 10 3945 ajcn 111 014225 ISSN 1938 3207 PMID 21677059 Retrieved from https en wikipedia org w index php title Arabinose amp oldid 1181943351, wikipedia, wiki, book, books, library,