| Identification | More | [Name]
L-Homoserine | [CAS]
672-15-1 | [Synonyms]
2-AMINO-4-HYDROXYBUTYRIC ACID
H-HOMOSERINE
H-HOMOSER-OH
H-HOSER-OH
H-HOSER-OH HCL
H-HSE-OH
H-L-HSE-OH
HOMOSERINE
HOMOSERINE-L
HSE
L-2-AMINO-4-HYDROXYBUTANOIC ACID
L-2-AMINO-4-HYDROXYBUTYRIC ACID
L-2-AMINO-4-HYDROXYBUTYRIC ACID HYDROCHLORIDE
(S)-(-)-2-AMINO-4-HYDROXYBUTYRIC ACID
(S)-2-AMINO-4-HYDROXYBUTYRIC ACID
(S)-2-Amino-4-hydroxybutyric acid Hse
L-2-Amino-4-hydroxybutyricacid=H-Hser-OH
(S)-2-AMINO-4-HYDROXYBUTANOIC ACID
(S)-Homeserine
HOMOSERINE, (S)-2-AMINO-4-HYDROXYBUTYRIC ACID | [EINECS(EC#)]
211-590-6 | [Molecular Formula]
C4H9NO3 | [MDL Number]
MFCD00063090 | [Molecular Weight]
119.12 | [MOL File]
672-15-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystalline powder | [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 at RT. | [solubility ]
1100g/l | [form ]
Crystalline Powder | [pka]
2.71(at 25℃) | [color ]
White to light yellow | [Optical Rotation]
-8.825 (H2O) +18.326 (2 mol dm-3 HCl) | [Water Solubility ]
1100 g/L (30 ºC) | [Merck ]
14,4739 | [BRN ]
1721681 | [InChI]
1S/C4H9NO3/c5-3(1-2-6)4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1 | [InChIKey]
UKAUYVFTDYCKQA-VKHMYHEASA-N | [SMILES]
[N+H3][C@@H](CCO)C(=O)[O-] | [LogP]
-1.289 (est) | [CAS DataBase Reference]
672-15-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystalline powder | [Uses]
L-Homoserine is used in the biosynthesis of methionine, threonine and isoleucine. | [Definition]
ChEBI: The L-enantiomer of homoserine. | [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 used in the biosynthesis of methionine, threonine and isoleucine. | [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.] |
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