CAS 72-19-5 L-(-)-Threonine - Catalysts / Alfa Chemistry

Synonyms

L-Threonine, PharmaGrade, Ajinomoto, EP, JP, USP, manufactured under appropriate GMP controls for Pharma or Biopharmaceutical production, suitable for cell culture; CAS-72-19-5; Certified Reference Material; L-2-Amino-3-hydroxybutyric acid; KS-00000AAW; UNII-TFM6DU5S6A component AYFVYJQAPQTCCC-GBXIJSLDSA-N; L-(U-14C)Threonine; Treonina; 2-Amino-3-hydroxybutanoate; [R-(R*,S*)]-2-Amino-3-hydroxybutanoic acid;

IUPAC Name

(2S,3R)-2-amino-3-hydroxybutanoic acid;

Molecular Weight

119.12g/mol

Molecular Formula

C4H9NO3;C4H9NO3;

Canonical SMILES

CC(C(C(=O)O)N)O;

InChI

InChI=1S/C4H9NO3/c1-2(6)3(5)4(7)8/h2-3,6H,5H2,1H3,(H,7,8)/t2-,3+/m1/s1;

InChI Key

AYFVYJQAPQTCCC-GBXIJSLDSA-N;

Melting Point

256 deg C (decomposes);256°C;

Solubility

0.98 M;Insoluble in ethanol, ethyl ether, chloroform;Insoluble in common neutral solvents;In water, 9.70X10+4 mg/L at 25 deg C;97.0 mg/mL;

Storage

Store at RT.

Color Form

Colorless crystals;Crystals;

Complexity

93.3

Covalently-Bonded Unit Count

Decomposition

When heated to decomposition it emits toxic fumes of /nitric oxide/.;

Defined Atom Stereocenter Count

EC Number

200-774-1

Exact Mass

119.058g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

119.058g/mol

NSC Number

760118

Other Experimental

Orthorhombic crystals, decomposes at 229-230 deg C /Threonine, DL-form hemihydrate/;MP: 228-229 deg C with decomposition (dl-threonine); 255-275 deg C with decomposition (l(-)-threonine) (naturally occurring); 250-252 deg C (dl-allo-threonine);IR: 21020 (Coblentz Society Spectral Collection) /Threonine (DL)/;UV: 1-34 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York) /Threonine (DL)/;1H NMR: 8212 (Sadtler Research Laboratories spectral collection) /Threonine (DL)/;13C NMR: 87 (Johnson and Jankowski, Carbon-13 NMR Spectra, John Wiley & Sons, New York) /Threonine (DL)/;MASS: 60 (Aldermaston, Eight Peak Index of Mass Spectra, U.K.) /Threonine (DL)/;IR: 18771 (Coblentz Society Spectral Collection) /Threonine (D)/;MASS: 60 (Aldermaston, Eight Peak Index of Mass Spectra, U.K.) /Threonine (D)/;Henry's Law constant = 7.24X10-14 atm-cu m/mol at 25 deg C (est);Hydroxyl radical reaction rate constant = 4.68X10-11 cu cm/molec-sec at 25 deg C (est);

Rotatable Bond Count

Topological Polar Surface Area

83.6A^2

UNII

2ZD004190S

Vapor Pressure

1.32X10-8 mm Hg at 25 deg C (est);

Application

L-(-)-Threonine is a crucial essential amino acid that serves multiple purposes in both nutritional and medical applications. As a nutritional supplement, it enhances the protein content of cereals, pastries, and dairy products, and aids in promoting growth, development, and recovery from fatigue, similar to tryptophan. Its unique structure allows it to hydrate human skin and protect cell membranes. In the medical field, L-(-)-Threonine is vital for phospholipid synthesis and fatty acid oxidation, and can serve as a nutritional medicine to address anemia. It's commonly used in amino acid infusions and comprehensive preparations due to its role in improving nutrition and physical fitness. Despite its benefits, a high dosage can result in adverse effects such as fever and headaches. Additionally, L-(-)-Threonine plays a key role in protein synthesis, contributing to the formation of critical proteins like collagen and elastin, and is beneficial for the nervous system, intestinal health, and managing mild anxiety and depression. It's characterized by its white, odorless powder form, with a sweet taste.

December 13, 2024

Essential for Research and Nutrition

L-(-)-Threonine from Alfa Chemistry is vital for our biochemical studies. We utilized it to enhance cell cultures and observe amino acid-related processes. Its purity and effectiveness significantly boosted our experimental outcomes. Highly recommend for scientific applications.