1114-34-7 | D-Lyxose

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$50.00	$35.00
5g	95%	in stock	$132.00	$93.00
10g	95%	in stock	$260.00	$182.00
25g	95%	in stock	$283.00	$198.00
100g	95%	in stock	$750.00	$525.00

Description

• Catalog Number: AI08689
• Chemical Name: D-Lyxose
• CAS Number: 1114-34-7
• Molecular Formula: C5H10O5
• Molecular Weight: 150.1299
• MDL Number: MFCD00064362
• SMILES: OC[C@H]([C@@H]([C@@H](C=O)O)O)O

Computed Properties

• Complexity: 104
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 3
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 4
• Rotatable Bond Count: 4
• XLogP3: -2.3

Upstream Synthesis Route

The compound (2S,3S,4R)-2,3,4,5-Tetrahydroxypentanal is a valuable building block in chemical synthesis, particularly in the field of organic chemistry. Its structure, containing four hydroxyl groups attached to a five-carbon chain, lends itself to a variety of reactions and transformations.One key application of (2S,3S,4R)-2,3,4,5-Tetrahydroxypentanal is its use as a chiral starting material in the asymmetric synthesis of complex molecules. Its enantiomeric purity, resulting from the specific arrangement of its chiral centers, allows for the creation of other chiral compounds with high stereochemical control.Additionally, (2S,3S,4R)-2,3,4,5-Tetrahydroxypentanal can act as a versatile intermediate in the construction of pharmaceuticals, natural products, and other bioactive compounds. Its ability to participate in selective reactions, such as oxidation or reduction of its hydroxyl groups, opens up pathways for the creation of diverse chemical structures.In summary, (2S,3S,4R)-2,3,4,5-Tetrahydroxypentanal plays a crucial role in synthetic chemistry by enabling the efficient and selective synthesis of complex molecules with specific stereochemistry, making it a valuable tool for researchers and chemists in the field.

Literature

• Characterization of a recombinant thermostable D-lyxose isomerase from Dictyoglomus turgidum that produces D-lyxose from D-xylulose.

  Biotechnology letters 20120601

• Broadband dielectric spectroscopy and calorimetric investigations of D-lyxose.

  Carbohydrate research 20111018

• Dibutylsilylene-pentose bis-chelates: on the glycoses' binding sites for strongly Lewis-acidic centres.

  Carbohydrate research 20110927

• Synthesis of 4-amino-4,5-dideoxy-L-lyxofuranose derivatives and their evaluation as fucosidase inhibitors.

  Carbohydrate research 20110715

• HPLC separation of all aldopentoses and aldohexoses on an anion-exchange stationary phase prepared from polystyrene-based copolymer and diamine: the effect of NaOH eluent concentration.

  Molecules (Basel, Switzerland) 20110714

• On the stabilization of ribose by silicate minerals.

  Astrobiology 20110301

• Characterization of a recombinant thermostable L: -rhamnose isomerase from Thermotoga maritima ATCC 43589 and its application in the production of L-lyxose and L-mannose.

  Biotechnology letters 20101201

• Substrate specificity of a recombinant D-lyxose isomerase from Serratia proteamaculans that produces D-lyxose and D-mannose.

  Letters in applied microbiology 20100901

• Substrate specificity of a recombinant D-lyxose isomerase from Providencia stuartii for monosaccharides.

  Journal of bioscience and bioengineering 20100701

• Asymmetric histidine-catalyzed cross-aldol reactions of enolizable aldehydes: access to defined configured quaternary stereogenic centers.

  Journal of the American Chemical Society 20091125

• Complexation behavior of mono- and disaccharides by the vinylbenzeneboronic acid-divinylbenzene copolymer resins packed in a high-performance liquid chromatographic column.

  Journal of chromatography. A 20091030

• The crystal structure of a lyxose-bridged dimolybdate: a redetermination of the first monosaccharide-metal complex's structure.

  Carbohydrate research 20090310

• Synthesis of 2-deoxy-D-arabino/lyxo-hexopyranosyl disaccharides.

  Carbohydrate research 20080225

• Theoretical study on the factors controlling the stability of the borate complexes of ribose, arabinose, lyxose, and xylose.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

• Crystal structure and solid-state 13C NMR analysis of N-p-nitrophenyl-alpha-D-ribopyranosylamine, N-p-nitrophenyl-alpha-D-xylopyranosylamine, and solid-state 13C NMR analysis of N-p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-lyxopyranosylamine and N-p-nitrophenyl-2,3,4-tri-O-acetyl-alpha-L-arabinopyranosylamine.

  Carbohydrate research 20051212

• Genes encoding enzymes responsible for biosynthesis of L-lyxose and attachment of eurekanate during avilamycin biosynthesis.

  Chemistry & biology 20051001

• Pentopyranosyl oligonucleotide systems. Part 11: Systems with shortened backbones: (D)-beta-ribopyranosyl-(4'-->3')- and (L)-alpha-lyxopyranosyl-(4'-->3')-oligonucleotides.

  Bioorganic & medicinal chemistry 20010901

• A convenient route to higher sugars by two-carbon chain elongation using Wittig/dihydroxylation reactions.

  The Journal of organic chemistry 20010629

• Design, synthesis, and antiviral activity of alpha-nucleosides: D- and L-isomers of lyxofuranosyl- and (5-deoxylyxofuranosyl)benzimidazoles.

  Journal of medicinal chemistry 19980409

• L-lyxose metabolism employs the L-rhamnose pathway in mutant cells of Escherichia coli adapted to grow on L-lyxose.

  Journal of bacteriology 19910801