127984-23-0

Basic information

• Product Name: (2R,3R)-2-AMINO-3-HYDROXY-PENTANOIC ACID
• Synonyms: (2R,3R)-2-AMINO-3-HYDROXY-PENTANOIC ACID
• CAS NO: 127984-23-0
• Molecular Formula: C₅H₁₁NO₃
• Molecular Weight: 133.15
• Mol File: 127984-23-0.mol

Chemical Properties

• Boiling Point: 328.4±32.0 °C(Predicted)
• Appearance: /
• Density: 1.237±0.06 g/cm3(Predicted)
• PKA: 2.39±0.24(Predicted)
• CAS DataBase Reference: (2R,3R)-2-AMINO-3-HYDROXY-PENTANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-2-AMINO-3-HYDROXY-PENTANOIC ACID(127984-23-0)
• EPA Substance Registry System: (2R,3R)-2-AMINO-3-HYDROXY-PENTANOIC ACID(127984-23-0)

Safety Data

• Hazardous Substances Data: 127984-23-0(Hazardous Substances Data)

Usage

Uses

Used in Nutritional Supplements:
Threonine is used as a nutritional supplement to support protein synthesis and overall health. It is particularly important for individuals with certain medical conditions or those who follow a protein-restricted diet.
Used in Pharmaceutical Industry:
Threonine is used in the pharmaceutical industry for the development of drugs targeting various health conditions. Its role in protein synthesis and its involvement in metabolic processes make it a valuable component in the formulation of therapeutic agents.
Used in Food and Beverage Industry:
Threonine is used in the food and beverage industry as a flavor enhancer and a nutritional additive. Its ability to support protein synthesis and maintain overall health makes it a beneficial ingredient in various food products.
Used in Cosmetics and Personal Care Industry:
Threonine is used in cosmetics and personal care products for its skin health benefits. It helps maintain skin elasticity and hydration, making it a valuable ingredient in skincare formulations.
Used in Animal Feed Industry:
Threonine is used in animal feed as a supplement to ensure adequate nutrition for livestock. It supports the growth and development of animals by providing essential amino acids required for protein synthesis.

Upstream product

• 32817-15-5 copper(II) glycinate 
• 123-38-6 propionaldehyde 
• 13991-37-2 trans-2-pentenoic acid 
• 1439368-22-5 ethyl 2-(tert-butoxycarbonylamino)-3-oxo-pentanoate 
• 56-40-6 glycine 
• 188241-82-9 (4R,5R)-4-carboxymethyl-5-ethyl-2-oxo-oxazolidine 
• 269064-85-9 (2R,3R)-2-[tert-butoxycarbonylamino]-3-[(2-methoxyethoxy)methoxy]-1-pentanoic acid 
• 208184-54-7 (2R,3R)-2-Dibenzylamino-3-(2-methoxy-ethoxymethoxy)-pentanal 
• 208184-53-6 (2S,3R)-2-Dibenzylamino-3-(2-methoxy-ethoxymethoxy)-pentan-1-ol 
• 270564-34-6 (2S,3R)-2-amino-3-[(2-methoxyethoxy)methoxy]-1-pentanol 
• 269064-83-7 (2S,3R)-2-[tert-butoxycarbonylamino]-3-[(2-methoxyethoxy)methoxy]-1-pentanol 
• 269064-76-8 (2R,3R)-2-(N,N-dibenzylamino)-3-[(2-methoxyethoxy)methoxy]-1-pentanoic acid 
• 188241-72-7 Toluene-4-sulfonic acid 2-((4S,5S)-4-benzyloxymethyl-2-oxo-oxazolidin-5-yl)-ethyl ester 
• 188241-73-8 (4S,5S)-4-Benzyloxymethyl-5-ethyl-oxazolidin-2-one 

Downstream Products

• 62772-39-8 (+/-)-erythro-2-amino-3-hydroxy-valeric acid ethyl ester 
• 99092-43-0 2-Benzyloxycarbonylamino-3-hydroxy-pentanoic acid 

Relevant articles and documents

DISUBSTITUTED BETA-LACTONES AS INHIBITORS OF N-ACYLETHANOLAMINE ACID AMIDASE (NAAA)

The present invention provides compounds and pharmaceutical compositions for inhibiting N-acylethanolamine acid amidase (NAAA). Inhibition of NAAA is contemplated as a method to sustain the levels of palmitoylethanolamide (PEA) and oleylethanolamide (OEA), two substrates of NAAA, in conditions characterized by reduced concentrations of PEA and OEA. The invention also provides methods for treating inflammatory diseases and pain, and other disorders in which decreased levels of PEA and OEA are associated with the disorder.

Modular solid-phase synthesis of teroxazoles as a class of α-helix mimetics

α-Helices are ubiquitous structural elements of proteins and are important in molecular recognition. Small molecules mimicking α-helices have proven to be valuable biophysical probes or modulators of protein-protein interactions. Here, we present modeling studies and the modular solid-phase synthesis of teroxazole derivatives as a new class of α-helix mimetics. The synthesis is compatible with a variety of functional groups and should thus be generally applicable for generating diversely substituted oligo-oxazole scaffolds. The teroxazole scaffold is predicted to be polar and to project peptidomimetic side chains at positions i, i+3, and i+6 of an α-helix, which complements projection patterns of existing helix mimetics. The scaffold retains sufficient conformational flexibility to conform to induced-fit models of protein-protein interaction inhibition. Copyright

A practical stereoselective synthesis of both enantiomers of Threo- and Erythro-β-hydroxy norvaline from (S)-serine derivatives

The four enantiopure diastereoisomers of β-hydroxy norvaline have been prepared from L-serine in moderate chemical yield. The method is based on the diastereoselective addition of different organometallics to easily accessible serinal derivatives. (C) 2000 Elsevier Science Ltd.

An enantioselective, stereodivergent synthesis of threonine analogs

An enantioselective and stereodivergent methedology for the synthesis of the four isomers of P-hydroxy norvaline is presented starting from the common oxazolidin-2-one intermediate 1, via an iterative formation of the oxazolidin-2-one ring to achieve the stereochemical control of the stereogenic centers. The flexibility of the present approach, for the synthesis of several threonine analogs, lies in the ready displacement of the sulfonate group in 2 with the Grignard reagents in the presence of CuI.

Chiral 4,5-Disubstituted Oxazolidin-2-ones: Stereoselective Synthesis of β-Hydroxy-α-amino Acids

The stereocontrolled synthesis of β-hydroxy-α-amino acids from O-benzyl D- and L-serine, by the use of 4,5-disubstituted oxazolidin-2-ones as chiral intermediates, is presented as a suitable alternative to the known procedures.The reported synthesis of both enantiomers of threo-3-hydroxyglutamic acid and (2S,3R)-3-hydroxyproline together with a flexible and stereodivergent preparation of threonine analogues is discussed as an example of the versatility of the present approach.

Asymmetric synthesis of α-amino-β-hydroxy acids using a chiral pyridoxal-like pyridinophane-zinc complex as an enzyme mimic; scope and limitation

A chelate complex (4) with high homogeneity was precipitated upon stirring a mixture of zinc(II) ion and a Schiff base produced from glycine and (R)- or (S)-15-formyl-14-hydroxy-2,8-dithia[9](2,5)pyridinophane, chiral pyridoxal-like pyridinophane. A four-coordinated zinc chelate complex was newly proposed as the structure of 4. Aldol condensations between 4 and several aldehydes were attempted at pH 10.0. Only small linear chain aldehydes, such as acetaldehyde and propionaldehyde, could react with 4 under these conditions to give the corresponding α-amino-β-hydroxy acid in the range of 27-77% enantiomeric excess.

Oprical resolution of β-Hydroxynorvaline

β-Hydroxy-DL-norvaline (HyNva) was successfully separated into its diastereoisomers by fractional crystallization from 2-propanol as p-toluenesulfonic acid (TsOH) salts.The two racemic diastereoisomers were resolved into four stereoisomers by Vogler's method, using diastereisomers of the N-benzyloxycarbonyl DL-amino acid and L-tyrosine hydrazide.