ChemicalBook Product Catalog Biochemical Engineering Amino Acids and proteins D-Threonine

D-Threonine

D-Threonine Basic information
Product Name:D-Threonine
Synonyms:D-ALPHA-AMINO-BETA-HYDROXYBUTYRIC ACID;D-2-AMINO-3-HYDROXYBUTANOIC ACID;D-2-AMINO-3-HYDROXYBUTYRIC ACID;H-D-THR-OH;D-Threonine,(2R,3S)-2-Amino-3-hydroxybutyric acid, D-α-Amino-β-hydroxybutyric acid;(2R,3S)-(+)-Threonine;D-β-Hydroxy-2-aMinobutyric acid;D-Threonine (D-2-AMino-3-hydroxybutanoic acid)
CAS:632-20-2
MF:C4H9NO3
MW:119.12
EINECS:211-171-8
Product Categories:amino;amino acid;Threonine [Thr, T];Amino Acids and Derivatives;alpha-Amino Acids;Amino Acids;Amino ACIDS SERIES;Miscellaneous;PROTECTED AMINO ACID & PEPTIDES;Biochemistry;Amino Acids;bc0001
Mol File:632-20-2.mol
D-Threonine Structure
D-Threonine Chemical Properties
Melting point 274 °C
alpha 28 º (c=6, water)
Boiling point 222.38°C (rough estimate)
density 1.3126 (rough estimate)
refractive index 28 ° (C=3, H2O)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility H2O: soluble
pka2.19±0.10(Predicted)
form Crystals or Crystalline Powder
color White
Water Solubility soluble
Merck 9380
BRN 1721643
InChIKeyAYFVYJQAPQTCCC-STHAYSLISA-N
CAS DataBase Reference632-20-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-37/39-26
WGK Germany 3
RTECS XO8580000
HS Code 29225000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
D-Threonine Usage And Synthesis
DescriptionD-threonine is the D-form of threonine, which is a kind of amino acids. It can be used for the preparation of enantiomerically pure 1, 3-butanediol. It is also used as the intermediate during the preparation of chiral compounds such as antibiotics. D-threonine is an effective chiral pool reagent which contains an extra stereo-center. For example, people has recently used it as the starting material for total synthesis of protected legionaminic acid.
Chemical Propertieswhite crystalline powder or crystals
UsesD-Threonine is the unnatural isomer of L-Threonine (T405500) and is known to inhibit growth and cell wall synthesis of Mycobacterium smegmatis. D-Threonine is also used as a synthetic intermediate for the production of chiral antibiotics.
UsesA steroisomer of the proteinogenic amino acid L-threonine.
DefinitionChEBI: D-threonine is an optically active form of threonine having D-configuration. It has a role as a Saccharomyces cerevisiae metabolite. It is a threonine and a D-alpha-amino acid. It is a conjugate base of a D-threoninium. It is a conjugate acid of a D-threoninate. It is an enantiomer of a L-threonine. It is a tautomer of a D-threonine zwitterion.
General DescriptionD-Threonine is sweet and toxic in nature.It acts as an inhibitor of L-threonine dehydratase.
Referenceshttps://www.alfa.com/zh-cn/catalog/B21177/
Ikemi, Masahisa, et al. "D-Threonine Aldolase and Its Application to D -β-Hydroxy-£-Amino Acid Synthesis." (1992).
Paek SM, et al. "Recent Advances in Substrate-Controlled Asymmetric Induction Derived from Chiral Pool α-Amino Acids for Natural Product Synthesis." Molecules 21.7(2016):951.

D-Threonine Preparation Products And Raw materials
Raw materialsChloroacetyl chloride-->DL-Threonine-->Aminoacylase
Preparation ProductsL-Isoleucine-->Cefbuperazone
DL-THREO-BETA-HYDROXYASPARTIC ACID 4-Aminobutyric acid Z-D-THR-OH D-Threonine (2R,3S)-(-)-2-Amino-3-hydroxy-4-methylpentanoic acid 3-Hydroxybutyric acid ALTRENOGEST DL-Threonine FMOC-O-TERT-BUTYL-D-THREONINE,FMOC-O-T-BUTYL-D-THREONINE,FMOC-D-THREONINE(TBU)-OH 3-Aminopyridine 6-Aminocaproic acid Glycine L-Threonine H-D-THR(TBU)-OH Tris(hydroxymethyl)aminomethane AMINO ACIDS 3-Aminophenol DL-4-Amino-3-hydroxybutyric acid
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