21768-45-6

Usage

Uses

Used in Pharmaceutical Applications:
Hydroxythreonine is used as a pharmaceutical agent for its potential role in human development and health. As a metabolite of L-threonine, it contributes to the overall amino acid pool in the body, which is essential for protein synthesis and various metabolic functions.
Used in Nutritional Supplements:
Hydroxythreonine is used as a nutritional supplement to support the body's amino acid requirements. It can be particularly beneficial for individuals with specific dietary needs or those looking to enhance their protein intake for muscle growth and repair.
Used in Research and Development:
Hydroxythreonine is used as a research compound in the field of biochemistry and molecular biology. Its unique structure and properties make it an interesting subject for studying the functions and interactions of amino acids in biological systems.
Used in Food Industry:
Hydroxythreonine can be used in the food industry as a natural additive or enhancer, potentially improving the nutritional value of certain products. Its presence in oat protein also makes it a valuable component in the development of health-focused food products.

InChI:InChI=1/C4H9NO4/c5-3(4(8)9)2(7)1-6/h2-3,6-7H,1,5H2,(H,8,9)/t2-,3+/m1/s1

Upstream product

• 1071467-97-4 C₁₀H₁₄Cl₃NO₃ 
• 152390-94-8 (S)-tert-Butoxycarbonylamino-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid 
• 74-90-8 hydrogen cyanide 
• 168211-10-7 (1S,2S)-1-benzylamino-2,3-dihydroxybutyric acid 
• 166094-01-5 ethyl (2S,3S)-2-tert-butoxycarbonylamino-3,4-dihydroxybutanoate 
• 142698-80-4 4-chloro-L-threo-threonine 
• 118878-33-4 (4S,5S)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2-oxo-oxazolidine-4-carbothioic acid S-methyl ester 

Downstream Products

• 65-23-6 5-hydroxy-6-methyl-3,4-pyridinedimethanol 

Related news

Rhizobitoxine and hydroxythreonine (cas 21768-45-6) production by Pseudomonas andropogonis strains, and the implications to plant disease07/14/2019

Different strains Pseudomonas andropogonis and P. andropogonis that were previously known as “P. woodsii” and “P. stizolobii”, were grown in liquid culture and tested for the production of rhizobitoxine and hydroxythreonine. Out of 21 strains examined, 17 produced rhizobitoxine and all produ...detailed

Relevant academic research and scientific papers

Studies on the aza-Claisen rearrangement of 4,5-dihydroxylated allylic trichloroacetimidates: the stereoselective synthesis of (2R,3S)- and (2S,3S)-2-amino-3,4-dihydroxybutyric acids

Two new synthetic approaches, involving substrate directed aza-Claisen rearrangements and aza-Claisen rearrangements mediated by chiral Pd(II) catalysts, have been developed for the stereoselective synthesis of (2R,3S)-2-amino-3,4-dihydroxybutyric acid, a

Porcine pancreatic lipase mediated regio- and stereoselective hydrolysis: Chemoenzymatic synthesis of (2S,3S)-2-amino-3,4-dihydroxybutyric acid

Porcine pancreatic lipase was used in the chemoenzymatic hydrolysis of 2-azido-3-hydroxy-4-methylcarbonyloxybutyl acetate. The reaction occurred with high regio- and stereoselectivity to give enantiomerically pure (2S,3R)-3-azido-2,4-dihydroxy butyl aceta

Polyhydroxy amino acid derivatives via β-lactams using enantiospecific approaches and microwave techniques

Enantiospecific synthesis has been developed for α-hydroxy β-lactams of predictable absolute configuration starting with readily available carbohydrates. Stereospecific approaches and microwave assisted chemical reactions have been utilized for the prepar

Diastereoselective strecker reaction of D-glyceraldehyde derivatives. A novel route to (2S,3S)- and (2R,3S)-2-amino-3,4-dihydroxybutyric acid

Efficient and stereoselective synthetic routes to enantiomerically pure (2S,3S)- and (2S,3S)-2-amino-3,4-dihydroxybutyric acid have been developed using the stereoselective Strecker type reaction of carbonyl compounds derived from appropriately protected

Diastereoselective Strecker Reaction of Imines Derived from D-Glyceraldehyde. A New Route to β-hydroxy-α-amino acids

A diastereoselective Strecker type reaction of imines derived from conveniently protected D-glyceraldehyde has been achieved with good to excellent stereoselectivity through an appropriate choice of the protecting group and reaction conditions.

Simple Synthesis of L- and D-Vinylglycine (2-Aminobut-3-enoic Acid) and Related Amino Acid

A three-step synthesis of vinylglycine 1 has been developed using a readily available starting material (but-3-enenitrile 2), based on the Neber rearrangement of the corresponding N-chloroimidate, and using cheap, convenient reagents.Also described is a convenient optical resolution of the N-tert-butoxycarbonyl derivative by papain-catalysed enantioselective esterifucation in a two-phase system.From the optically active amino acid, related amino acids obtained via epoxidation, dihydroxylation and cyclopropanation have been prepared.The related β,γ-unsaturated amino acids (E)-2-aminopent-3-enoic acid 20 and (E)-2-amino-3-methylpent-3-enoic acid 22 have been synthesised using the same approach.

Structure and Stereochemistry of Three Phytotoxins, Syringomycin, Syringotoxin and Syringostatin, Produced by Pseudomonas syringae pv. syringae

The structures of two phytotoxins, syringomycin and syringotoxin, produced by Pseudomonas syringae pv. syringae, were determined.Several amino acid residues of syringomycin were different from those in the syringostatins.Syringotoxin B proved to be syringostatin A.The three kinds of phytotoxins showed close structural similarity, and the stereochemistry of their components was deduced and compared.

NEW ENTRY TO SYN-β-HYDROXY-α-AMINO ACIDS

The intramolecular conjugate addition of allylically situated carbamoyloxy group to properly substituted heteroolefin proceeds with complete 1,2-syn diastereoselectivity, which culminates in a highly stereoselective new synthesis of syn-β-hydroxy-α-amino acids.