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Serine

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Identification
Molecular formula
C3H7NO3
CAS number
56-45-1
IUPAC name
(2S)-2-amino-3-hydroxy-propanoic acid
State
State

At room temperature, serine is a solid.

Melting point (Celsius)
246.00
Melting point (Kelvin)
519.00
Boiling point (Celsius)
274.00
Boiling point (Kelvin)
547.00
General information
Molecular weight
105.09g/mol
Molar mass
105.0930g/mol
Density
1.6040g/cm3
Appearence

Serine is a white crystalline solid. It is an amino acid and appears as a colorless or white powder when isolated.

Comment on solubility

Solubility of (2S)-2-amino-3-hydroxy-propanoic acid

(2S)-2-amino-3-hydroxy-propanoic acid, commonly known as L-threonine, is a crucial amino acid that exhibits notable solubility characteristics. Here are several key points regarding its solubility:

  • Water Solubility: L-threonine is highly soluble in water, which is largely due to the presence of both the amino group (-NH2) and the hydroxyl group (-OH) in its structure, enabling it to form strong hydrogen bonds with water molecules.
  • Solvent Influence: While it is soluble in water, L-threonine is less soluble in organic solvents, such as ethanol or acetone. This selective solubility highlights its polar nature.
  • Concentration Effects: At higher concentrations, there may be limits to its solubility, where the solution can become saturated, leading to potential crystallization.

In summary, the solubility of (2S)-2-amino-3-hydroxy-propanoic acid in water makes it highly bioavailable, playing a crucial role in various metabolic processes in the body. Its ability to dissolve effectively underlines the importance of this amino acid in both biochemical syntheses and nutritional contexts.

Interesting facts

Interesting Facts about (2S)-2-amino-3-hydroxy-propanoic acid

(2S)-2-amino-3-hydroxy-propanoic acid, commonly known as L-threonine, is one of the 20 essential amino acids that are foundational to the biology of living organisms. Here are some fascinating aspects of this compound:

  • Essential Nutrient: L-threonine cannot be synthesized by the human body, which means it must be obtained through dietary sources, making it essential for growth and maintenance.
  • Protein Structure: It plays a crucial role in protein structure and function, contributing to the stability and flexibility of proteins due to its side chain.
  • Sources: Common sources of L-threonine include foods like meat, dairy products, fish, and some plant-based sources such as beans and nuts. This diversity makes it accessible to a variety of diets.
  • Biological Importance: In organisms, L-threonine is pivotal for various biological processes, including:
    • Formation of immunoglobulins for the immune system
    • Production of neurotransmitters
    • Regulation of protein metabolism
  • Applications in Biotechnology: Due to its essential role in protein synthesis, L-threonine is often utilized in animal feed formulations to optimize growth rates in livestock.

As a chemistry student or a scientist, one might appreciate the delicate balance that amino acids like L-threonine bring to biochemical systems. Its presence is vital not just in nutrition but also in various metabolic pathways. As called out by prominent biochemists, "Amino acids are the building blocks of life," and L-threonine certainly stands out as a significant block in this molecular architecture.

The versatility and necessity of L-threonine further emphasize the interconnectedness between food science, nutrition, and biochemistry, making it a compound worthy of deep study and appreciation.

Synonyms
L-serine
serine
56-45-1
(S)-2-Amino-3-hydroxypropanoic acid
H-Ser-OH
(S)-Serine
beta-Hydroxyalanine
L-(-)-Serine
L-ser
Serine, L-
(2S)-2-amino-3-hydroxypropanoic acid
L-Serin
Serina
L-3-Hydroxy-alanine
2-Amino-3-hydroxypropionic acid
beta-Hydroxy-L-alanine
Serinum [Latin]
SER (IUPAC abbrev)
Serina [Spanish]
L-2-Amino-3-hydroxypropionic acid
Serine (VAN)
Serinum
alpha-Amino-beta-hydroxypropionic acid
Serene
L-3-Hydroxy-2-aminopropionic acid
Serine [USAN:INN]
HSDB 680
(S)-(-)-Serine
(S)-2-Amino-3-hydroxypropionic acid
2-Amino-3-hydroxypropanoic acid, (S)-
(-)-Serine
MFCD00064224
Propanoic acid, 2-amino-3-hydroxy-, (S)-
ser
CHEBI:17115
BRN 1721404
(S)-alpha-Amino-beta-hydroxypropionic acid
EINECS 200-274-3
NSC 118365
Serine (L-Serine)
(2S)-2-amino-3-hydroxy-propanoic acid
3-Hydroxyalanine
UNII-452VLY9402
6898-95-9
452VLY9402
NSC-118365
(S)-2-amino-3-hydroxy-Propanoic acid
Serinum (Latin)
DTXSID60883230
EC 200-274-3
4-04-00-03118 (Beilstein Handbook Reference)
SERINE (II)
SERINE [II]
SERINE (MART.)
SERINE [MART.]
L-SERINE (USP-RS)
L-SERINE [USP-RS]
serin
SERINE (EP MONOGRAPH)
SERINE [EP MONOGRAPH]
SERINE (USP MONOGRAPH)
SERINE [USP MONOGRAPH]
l serine
.beta.-Hydroxyalanine
b-Hydroxy-L-alanine
rac-serine
Racemic serine
2-amino-3-hydroxypropanoate
NSC118365
Propanoic acid, 2-amino-3-hydroxy-
3h-l-serine
H-Ser
(S)-a-Amino-b-hydroxypropionic acid
Serine (USP)
3-hydroxy-L-Alanine
L-Serine,(S)
L-Serine (Standard)
Tocris-0226
Tocris-0227
L-Serine (JP18)
SERINE [VANDF]
SERINE [HSDB]
SERINE [USAN]
L-Alanine, 3-hydroxy-
SERINE [INN]
(S)-(+)-2-Amino-3-hydroxypropionic acid
SERINE [WHO-DD]
Lopac-S-4250
SERINE [MI]
L-SERINE [FCC]
L-SERINE [JAN]
(L)-SERINE
bmse000048
bmse000809
bmse000867
bmse000885
Epitope ID:150900
SCHEMBL1775
GTPL726
CHEMBL11298
L-3-Hydroxy-2-aminopropionate
(S)-a-Amino-b-hydroxypropionate
HY-N0650R
(S)-b-Amino-3-hydroxypropionate
(S)-2-Amino-3-hydroxypropanoate
DTXCID501022779
DTXSID301031857
Pharmakon1600-01301010
L-Serine - CAS 56-45-1
(S)-2-amino-3-hydroxy-Propanoate
HY-N0650
L-Serine, Vetec(TM), 98.5%
STR02557
(S)-beta-Amino-3-hydroxypropionate
l-2-Amino-3-hydroxy-propanoic acid
L-Serine, >=99.0% (NT)
BDBM50357212
NSC760115
(S)-b-Amino-3-hydroxypropionic acid
AKOS015854115
(2S)-2-amino-3-hydroxy-propanoicacid
(S)-alpha-Amino-beta-hydroxypropionate
AC-1190
CCG-266038
CS-W020136
DB00133
FS16023
NSC-760115
(S)-beta-Amino-3-hydroxypropionic acid
L-Serine, tested according to Ph.Eur.
NCGC00015952-01
NCGC00024507-01
NCGC00024507-02
BP-13282
L-Serine, BioUltra, >=99.5% (NT)
SY002847
2-Amino-3-hydroxypropanoic acid-, (S)-
DB-029983
Propanoic acid, 2-amino-3-hydroxy-, (S)
NS00068389
S0035
S9353
EN300-52635
L-Serine, ReagentPlus(R), >=99% (HPLC)
L-Serine, Vetec(TM) reagent grade, >=99%
C00065
D00016
L-Serine, Cell Culture Reagent (H-L-Ser-OH)
Q183290
SR-01000597708
.alpha.-Amino-.beta.-hydroxypropionic acid-, (S)-
doi:10.14272/MTCFGRXMJLQNBG-REOHCLBHSA-N.1
SR-01000597708-1
L-Serine, certified reference material, TraceCERT(R)
F1905-7047
Serine, European Pharmacopoeia (EP) Reference Standard
Z756440058
3AB40D3A-043A-488F-8361-D1BF309F842C
L-Serine, United States Pharmacopeia (USP) Reference Standard
L-Serine, Pharmaceutical Secondary Standard; Certified Reference Material
200-274-3
L-Serine, from non-animal source, meets EP, USP testing specifications, suitable for cell culture, 98.5-101.0%