L-Homoserine Chemical Properties

Melting point:

203 °C (dec.)(lit.)

alpha 

-8.5 º (c=2, H2O 22 ºC)

Boiling point:

222.38°C (rough estimate)

Density 

1.3126 (rough estimate)

refractive index 

1.4183 (estimate)

storage temp. 

Store below +30°C.

solubility 

1100g/l

pka

2.71(at 25℃)

form 

Crystalline Powder

color 

White to light yellow

optical activity

-8.825 (H2O) +18.326 (2 mol dm-3 HCl)

Water Solubility 

1100 g/L (30 ºC)

Merck 

14,4739

BRN 

1721681

InChIKey

UKAUYVFTDYCKQA-VKHMYHEASA-N

LogP

-1.289 (est)

CAS DataBase Reference

672-15-1(CAS DataBase Reference)

Safety Information

Risk Statements 

36/37/38

Safety Statements 

24/25-44-35-26-28-7-4-3/9

WGK Germany 

3

F 

10

HS Code 

29225000

MSDS

• Language:English Provider:L-Homoserine
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L-Homoserine Usage And Synthesis

Chemical Properties

white to light yellow crystalline powder

Uses

L-Homoserine is used in the biosynthesis of methionine, threonine and isoleucine. It is also used as an internal standard for neurotransmitter analysis and amino acids quantification.

Definition

ChEBI: L-homoserine is the L-enantiomer of homoserine. It has a role as a human metabolite, an algal metabolite, a Saccharomyces cerevisiae metabolite and an Escherichia coli metabolite. It is an enantiomer of a D-homoserine. It is a tautomer of a L-homoserine zwitterion.

Synthesis Reference(s)

Journal of the American Chemical Society, 80, p. 3147, 1958 DOI: 10.1021/ja01545a057
The Journal of Organic Chemistry, 24, p. 1794, 1959 DOI: 10.1021/jo01093a610

General Description

L-Homoserine is a variant of serine with an additional carbon on its side chain.

Biochem/physiol Actions

L-Homoserine is synthesized by deoxidation process, catalysed by homoserine dehydrogenase. This is one of the steps in the synthesis of L-threonine. The carbon flux in in bacteria such as E. coli is maintained by this reaction.

Purification Methods

Likely impurities are N-chloroacetyl-L-homoserine, N-chloroacetyl-D-homoserine, L-homoserine, homoserine lactone, homoserine anhydride (formed in strong solutions of homoserine if slightly acidic). It cyclises to the lactone in strongly acidic solution. It crystallises from water by adding 9 volumes of EtOH. [Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2612-2616 1961, Beilstein 4 IV 3187.]

L-Homoserine(672-15-1)Related Product Information

• trans-4-Hydroxy-L-proline methyl ester hydrochloride
• beta-Methyl L-aspartate hydrochloride
• H-ASP(OTBU)-OTBU HCL
• Dimethyl L-aspartate hydrochloride
• H-CIS-HYP-OME HCL
• H-ASP(OET)-OET HCL
• L-Threonine
• DL-4-Amino-3-hydroxybutyric acid
• L(+)-allo-Threonine
• allo-DL-Threonine
• DL-GAMMA-AMINO-B-HYDROXYBUTYRIC ACIDCRYS TALLINE
• 2-Hydroxy-4-amino butanoic acid
• (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid
• DL-Homoserine
• (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID
• D(-)-allo-Threonine
• H-ASP-OBZL HCL
• H-ASP(OTBU)-OME HCL