D-Threonine

Description

D-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 properties

white crystalline powder or crystals

The Uses of D-Threonine

D-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.

What are the applications of Application

D-Threonine is a steroisomer of the proteinogenic amino acid L-threonine

Definition

ChEBI: 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.

What are the applications of Application

D-Threonine is a steroisomer of the proteinogenic amino acid L-threonine. D-threonine is an important organic chiral source, mainly used in the fields of chiral drugs, chiral additives, chiral auxiliaries, etc., as a chiral source for chiral synthesis in the pharmaceutical industry. As an optically active organic acid, it has an irreplaceable role in the asymmetric synthesis of certain chiral compounds. It is mainly used to produce new broad-spectrum antibiotics, D-threonine, and threonine protection in peptide synthesis.

Benefits

Threonine, pronounced three-uh-neen is one of nine essential amino acids your body needs to function properly. Aiding in maintaining healthy skin, teeth, collagen, elastin, and muscle tissue, it also helps with digestion, metabolism and preventing fat buildup in the liver. Threonine has been used to treat intestinal disorders and indigestion and can be used to help those suffering from depression and anxiety. Recently it has been shown to have promising sleep-promoting effects, which may prove helpful for those who have insomnia and other sleep disorders

General Description

D-Threonine is sweet and toxic in nature.It acts as an inhibitor of L-threonine dehydratase. L-Threonine orientations differ from D-Threonine, specifically in their angles. The L-Threonine tended to self assemble with other L-Threonine molecules while D-Threonine tended to self assemble with other D-Threonine molecules.

References

https://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.