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4-Amino-3-hydroxybutanoic acid

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Identification
Molecular formula
C4H9NO3
CAS number
444-38-2
IUPAC name
4-amino-3-hydroxy-butanoic acid
State
State

The compound is a solid at room temperature, often appearing as fine white crystals or powder.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
119.12g/mol
Molar mass
119.1190g/mol
Density
1.3260g/cm3
Appearence

4-Amino-3-hydroxybutanoic acid appears as a white crystalline solid. It is typically used in chemical synthesis and may be supplied in powder form. The compound is usually quite pure but can be hygroscopic, absorbing moisture from the air.

Comment on solubility

Solubility of 4-amino-3-hydroxy-butanoic acid

4-amino-3-hydroxy-butanoic acid, with the chemical formula C4H9NO3, exhibits notable solubility characteristics due to its functional groups.

Key Points on Solubility:

  • Soluble in Water: This compound is highly soluble in water owing to the presence of hydroxyl (-OH) and amino (-NH₂) groups which engage in hydrogen bonding with water molecules.
  • Polar Nature: The polar nature of the molecule enhances its interactions with polar solvents, making it effectively dissolve in aqueous environments.
  • Temperature Dependence: Like many amino acids, solubility can increase with temperature, indicating that higher temperatures could facilitate dissolution in water.

As the renowned saying goes, "Like dissolves like," and in the case of 4-amino-3-hydroxy-butanoic acid, its polar structure allows for substantial solubility in polar solvents, especially water.

In summary, the solubility of 4-amino-3-hydroxy-butanoic acid is influenced by its functional groups and polar characteristics, highlighting its propensity to dissolve readily in aqueous solutions.

Interesting facts

Interesting Facts about 4-Amino-3-Hydroxy-Butanoic Acid

4-Amino-3-hydroxy-butanoic acid, commonly known as homoserine, is an intriguing compound with several fascinating aspects that make it a subject of interest for chemists and biologists alike.

Key Characteristics

  • Amino Acid Classification: Homoserine is an α-amino acid that serves as an intermediate in the biosynthesis of other essential amino acids.
  • Natural Sources: It is found naturally in various organisms, including plants and microorganisms, making it significant in biochemical pathways.
  • Role in Metabolism: This compound plays a pivotal role in the metabolic pathway for the synthesis of methionine and threonine, which are vital for protein synthesis in living organisms.

Biological Importance

Homoserine is not just a simple amino acid; it is associated with various biological functions:

  • Precursors: It acts as a precursor to several important compounds, such as cystathionine and down the line to more complex biomolecules.
  • Gene Regulation: Recent studies suggest it may influence gene expression, showcasing a potential regulatory role in metabolic processes.

Industrial Applications

Homoserine is gaining attention beyond its biological implications:

  • Farming: It is explored for use in agricultural practices, particularly as a bio-stimulant that can promote plant growth.
  • Pharmaceuticals: Due to its role in amino acid synthesis, it could be leveraged in designing drugs or supplements that enhance metabolic function.

Quote to Reflect On

"Homoserine is not only a building block of life but also a bridge between various metabolic networks." - A sentiment shared by many biochemists exploring the amino acid's potential.

In summary, 4-amino-3-hydroxy-butanoic acid is more than just a molecule; it embodies the intricate connections in biochemistry and offers exciting possibilities in scientific and industrial contexts.

Synonyms
924-49-2
4-Amino-3-hydroxybutanoic acid
4-Amino-3-hydroxybutyric acid
Gabob
DL-4-Amino-3-hydroxybutyric acid
Gamibetal
352-21-6
Gabomade
3-Hydroxy-GABA
Gamma-amino-beta-hydroxybutyric acid
Buksamin
Gaboril
Butanoic acid, 4-amino-3-hydroxy-
Gabimex
Gaminal
Idramina
Bogil
aminohydroxybutyric acid
3-hydroxy-4-amino-butyric acid
Buxamine
Gabobe
3-Hydroxy-4-aminobutyric acid
4-amino-3-hydroxy-butanoic acid
MFCD00008141
NSC 40244
4-Amino-3-hydroxy-butyric acid
BUTYRIC ACID, 4-AMINO-3-HYDROXY-
Gamma-amino-beta-hydroxybutyric acid [JAN]
4-amino-3-hydroxybutyrate
1ZHM019FLD
.gamma.-Amino-.beta.-hydroxybutyric acid
4-Amino-3-hydroxybutanoicacid
DTXSID1045877
CHEBI:16080
dl-4-amino-3-hydroxybutanoic acid
NSC-40244
NCGC00094987-01
.beta.-Hydroxy-.gamma.-aminobutyric acid
Buxamin
beta-Oxy-gaba
Buxamine (VAN)
gamma-Amino-beta-hydroxybutyric acid (JAN)
beta-Hydroxy-gamma-aminobutyrate
gamma-Amino-beta-hydroxybutyrate
beta-Hydroxy-alpha-aminobutyric acid
D,L-4-Amino-3-hydroxybutyric acid
EINECS 206-518-5
EINECS 213-106-9
(+-)-4-Amino-3-hydroxybutyric acid
UNII-1ZHM019FLD
MFCD00672884
(S)-4-Amino-3-Hydroxybutyric acid
.beta.-Hydroxy-GABA
Spectrum_001276
Spectrum2_001129
Spectrum3_001548
Spectrum4_000301
Spectrum5_001124
SCHEMBL38621
BSPBio_002996
KBioGR_000882
KBioSS_001756
CHEMBL93515
DivK1c_000116
SPECTRUM1503041
SPBio_000997
DTXCID9025877
3-hydroxy-4-amino butanoic acid
HMS500F18
KBio1_000116
KBio2_001756
KBio2_004324
KBio2_006892
KBio3_002496
YQGDEPYYFWUPGO-UHFFFAOYSA-
gamma-amino-3-hydroxybutyric acid
NINDS_000116
4-Amino-3-hydroxybutanoic acid #
HMS1922A11
Pharmakon1600-01503041
rac-4-amino-3-hydroxybutyric acid
ALBB-023689
HY-B1427
NSC40244
Tox21_111375
AB3028
CCG-40012
NSC758215
.beta.-Hydroxy-.gamma.-aminobutyrate
.gamma.-Amino-.beta.-hydroxybutyrate
4-Amino-3-hydroxybutyric acid, 98%
AKOS015892786
(+/-)-4-amino-3-hydroxybutyric acid
FH35436
NSC-758215
IDI1_000116
NCGC00094987-02
NCGC00094987-03
AS-44677
CAS-924-49-2
SY045503
SY050892
SY110230
(.+/-.)-4-Amino-3-hydroxybutyric acid
SBI-0051753.P002
DB-048757
.gamma.-Amino-.beta.-hydroxy-n-butyric acid
4-AMINO-3-HYDROXYBUTYRIC ACID [MI]
A0318
CS-0013138
NS00079381
EN300-96299
4-AMINO-3-HYDROXYBUTYRIC ACID [MART.]
C03678
D00174
4-AMINO-3-HYDROXYBUTYRIC ACID [WHO-DD]
AB00052302_02
BUTYRIC ACID, 4-AMINO-3-HYDROXY-, DL-
Butanoic acid, 4-amino-3-hydroxy-, (.+/-.)-
SR-01000872771
Q5520257
SR-01000872771-1
BRD-A40777960-001-04-2
BUTANOIC ACID, 4-AMINO-3-HYDROXY-, (+/-)-
Z1255390571
80297B30-DF98-4F62-A800-277359B3BBE8
InChI=1/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)