DL-Serine Chemical Properties

Melting point:

240 °C (dec.) (lit.)

Boiling point:

197.09°C (rough estimate)

Density 

1.53

refractive index 

1.4368 (estimate)

storage temp. 

Store below +30°C.

solubility 

H2O: soluble

form 

Crystalline Powder

pka

2.19(at 25℃)

color 

White

Odor

Odorless

Water Solubility 

50.23 g/L (25 ºC)

Merck 

14,8460

BRN 

1721402

LogP

-3.460

CAS DataBase Reference

302-84-1(CAS DataBase Reference)

NIST Chemistry Reference

DL-Serine(302-84-1)

EPA Substance Registry System

Serine (302-84-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

3

RTECS 

VT8100000

TSCA 

Yes

HS Code 

29225000

MSDS

• Language:English Provider:DL-Serine
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

DL-Serine Usage And Synthesis

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.

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.

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.

Synthesis Reference(s)

Canadian Journal of Chemistry, 33, p. 1119, 1955 DOI: 10.1139/v55-131
The Journal of Organic Chemistry, 35, p. 1505, 1970 DOI: 10.1021/jo00830a054

Biochem/physiol Actions

NMDA agonist acting at the glycine site; precursor of glycine by serine hydroxymethyltransferase

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.

DL-Serine(302-84-1)Related Product Information

• 3-Hydroxypropionic acid
• D-Cycloserine
• 3-(4-Hydroxyphenyl)propionic acid
• L(+)-Lactic acid
• D-Serine
• DL-Malic acid
• 3-Aminopyridine
• Glycine
• L-Homoserine
• L-Serine
• β-Alanine
• DIETHYL FORMAMIDOMALONATE
• DIETHYL BENZAMIDOMALONATE
• Diethyl acetamidomalonate
• D(-)-allo-Threonine
• Dimethyl nitromalonate
• Diethyl nitromalonate
• N-Cbz-L-Serine