Description
DL-Serine is a kind of neutral aliphatic amino acids containing hydroxyl groups with polarity but being uncharged, and belongs to nonessential amino acids for human body. It has a high content in sericin silk protein and fibroin protein. It can be formed from the methyl transfer reaction of glycine. It can also be converted to pyruvate or hydroxy pyruvate through deamination. It is also an important raw material for in vivo synthesis of choline and cysteine.
Chemical Properties
DL-Serine is a kind of colorless monoclinic columnar or lamellae crystal. It is soluble in water (at 20℃, the water solubility is 380g/L), insoluble in ether and ethanol; Decomposition point: 246℃.
Uses
DL-Serine is used in the synthesis of novel tryptoline derivatives as IDO (indoleamine 2,3-Deoxygenase) inhibitors, for potential use in Alzheimer’s treatment.
Application
Serine is a non-essential amino acid and a natural ligand and allosteric activator of pyruvate kinase M2. Serine helps retain the skin's moisture balance.
Preparation
DL-serine is obtained by complexing glycine under the catalysis of copper ions and then combining with formaldehyde under alkaline conditions, followed by acidification, ion exchange, and crystallization in ethanol.
Definition
ChEBI: Serine is an alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. It has a role as a fundamental metabolite. It is an alpha-amino acid and a polar amino acid. It contains a hydroxymethyl group. It is a conjugate base of a serinium. It is a conjugate acid of a serinate. It is a tautomer of a serine zwitterion.
Biochem/physiol Actions
NMDA agonist acting at the glycine site; precursor of glycine by serine hydroxymethyltransferase
Materials Uses
A series of dl-serine covalently modified multinuclear lanthanide implanted arsenotungstates are obtained. These compounds exhibit rapid photochromic behaviors
[1].
Safety Profile
When heated to decomposition emits toxic fumes of NOx.
in vitro
DL-Serine, a fundamental metabolite, is a mixture of D-Serine and L-Serine. DL-Serine has antiviral activity against the multiplication of tobacco mosaic virus (TMV).
Subcutaneous injection of DL-serine increases the number and size of renal tubular cell tumors in male W rats treated with 500 or 1,000 ppm N-ethyl-N-hydroxyethylnitrosamine.
References
[1] Zheng, K., Niu, B., Lin, C., Song, Y., Ma, P., Wang, J., & Niu, J. (2023). dl-Serine covalently modified multinuclear lanthanide-implanted arsenotungstates with fast photochromism. Chinese Chemical Letters, 34 2, Article 107238.
https://doi.org/10.1016/j.cclet.2022.02.043
