Chemical Properties of L-Serine

InChI

InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1

InChI Key

MTCFGRXMJLQNBG-REOHCLBHSA-N

Formula

C3H7NO3

SMILES

N[C@@H](CO)C(=O)O

Molecular Weight¹

105.09

Other Names

• (S)-(+)-serine
• (S)-(-)-Serine
• (S)-2-amino-3-hydroxypropanoic acid
• (S)-serine
• .alpha.-amino-.beta.-hydroxypropionic acid
• .beta.-hydroxyalanine
• 2-Amino-3-hydroxypropanoic acid-, (S)-
• 2-Amino-3-hydroxypropionic acid
• 3-Hydroxyalanine
• L-(-)-Serine
• L-Ser
• Propanoic acid, 2-amino-3-hydroxy-, (S)-
• Serine
• Serine, L-
• l-2-Amino-3-hydroxy-propanoic acid
• l-2-Amino-3-hydroxypropionic acid
• «alpha»-Amino-«beta»-hydroxypropionic acid-, (S)-
• «beta»-Hydroxyalanine

• PAff : Proton affinity (kJ/mol).
• BasG : Gas basicity (kJ/mol).
• Δ_cH°_solid : Standard solid enthalpy of combustion (kJ/mol).
• C_p,gas : Ideal gas heat capacity (J/mol×K).
• C_p,solid : Solid phase heat capacity (J/mol×K).
• Δ_fH°_gas : Enthalpy of formation at standard conditions (kJ/mol).
• Δ_fH°_solid : Solid phase enthalpy of formation at standard conditions (kJ/mol).
• Δ_fusH° : Enthalpy of fusion at standard conditions (kJ/mol).
• Δ_vapH : Enthalpy of vaporization at a given temperature (kJ/mol).
• IE : Ionization energy (eV).
• log₁₀WS : Log10 of Water solubility in mol/l.
• logP_oct/wat : Octanol/Water partition coefficient.
• McVol : McGowan's characteristic volume (ml/mol).
• S°_{solid,1 bar} : Solid phase molar entropy at standard conditions (J/mol×K).
• T_fus : Normal melting (fusion) point (K).
• T_triple : Triple Point Temperature (K).
• ¹: Molecular weight from the IUPAC atomic weights tables.

Physical Properties

Property	Value	Unit	Source
PAff	[904.50; 914.60]	kJ/mol
PAff	914.60	kJ/mol	NIST
PAff	904.50 ± 4.30	kJ/mol	NIST
PAff	912.50	kJ/mol	NIST
BasG	[870.60; 880.70]	kJ/mol
BasG	880.70	kJ/mol	NIST
BasG	870.60 ± 4.30	kJ/mol	NIST
ΔcH°solid	-1448.21 ± 0.18	kJ/mol	NIST
ΔfH°gas	-575.30	kJ/mol	Relay (1.0) Calculated Property
ΔfH°solid	-732.73 ± 0.28	kJ/mol	NIST
ΔfusH°	19.43	kJ/mol	Joback Calculated Property
IE	9.27	eV	Relay (1.0) Calculated Property
log10WS	-1.14		Aq. Solubility Prediction
logPoct/wat	-1.609		Crippen Calculated Property
McVol	76.420	ml/mol	McGowan Calculated Property
S°solid,1 bar	149.16	J/mol×K	NIST
Tfus	495.15	K	Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) Compiled value
Ttriple	498.15	K	The Research and Measurement about the Solubility of l-Serine in Eight Common Pure Solvents and Four Binary Mixed Solvents for T = (278.15-333.15) K

Cheméo can also estimate Normal Boiling Point Temperature, Critical Temperature, Critical Pressure, Critical Volume, Enthalpy of vaporization at standard conditions, Standard Gibbs free energy of formation, Acentric Factor for this compound, but they fall outside the models' validated range, so they are not shown here. Open the prediction tool to compute them on demand.

Temperature Dependent Properties

Property	Value	Unit	Temperature (K)	Source
Cp,solid	[135.56; 138.90]	J/mol×K	[298.15; 298.15]
Cp,solid	138.90	J/mol×K	298.15	NIST
Cp,solid	135.56	J/mol×K	298.15	NIST
ΔvapH	141.00	kJ/mol	454.00	Enthalpy of sublimation of hydroxyl-containing amino acids: Knudsen's effusion mass spectrometric study

Correlations

Property	Value	Unit	Temperature (K)	Source
Cp,gas	[115.31; 240.06]	J/mol×K	[273.00; 1000.00]	Joback Predicted correlation
Equation			Y = A + B·T + C·T² + D·T³ + E·T⁴ Y is Cp,gas in J/mol×K, T in K
Coefficient A			1.48610e+01
Coefficient B			4.41400e-01
Coefficient C			-2.89000e-04
Coefficient D			7.28000e-08
Coefficient E			0.00000e+00
Temperature range, min.			273.00
Temperature range, max.			1000.00
Cp,gas	115.31	J/mol×K	273.00	Calculated Property
Cp,gas	138.07	J/mol×K	353.78	Calculated Property
Cp,gas	158.07	J/mol×K	434.56	Calculated Property
Cp,gas	175.54	J/mol×K	515.33	Calculated Property
Cp,gas	190.71	J/mol×K	596.11	Calculated Property
Cp,gas	203.80	J/mol×K	676.89	Calculated Property
Cp,gas	215.06	J/mol×K	757.67	Calculated Property
Cp,gas	224.70	J/mol×K	838.44	Calculated Property
Cp,gas	232.95	J/mol×K	919.22	Calculated Property
Cp,gas	240.06	J/mol×K	1000.00	Calculated Property

Similar Compounds

Find more compounds similar to L-Serine.

Mixtures

• L-Serine + Water
• potassium chloride + L-Serine + Water
• L-Serine + Acetic acid, sodium salt + Water
• L-Serine + Magnesium acetate + Water
• Ammonium sulfate + L-Serine + Water
• Sodium nitrate + L-Serine + Water
• L-Serine + Sodium perchlorate + Water
• Hydrochloric acid + L-Serine + Water
• sodium hydroxide + L-Serine + Water
• Dimethyl Sulfoxide + L-Serine + Water
• Glucose + L-Serine + Water
• sodium chloride + L-Serine + Water
• Ethanol + L-Serine
• 1-Propanol + L-Serine
• 2-Propanol + L-Serine
• Ethanol + L-Serine + Water
• 1-Propanol + L-Serine + Water
• 2-Propanol + L-Serine + Water
• L-Serine + Formamide + Water
• L-Serine + Methyl Alcohol

Find more mixtures with L-Serine.

Sources

• Jean-Claude Bradley Open Melting Point Dataset (2014, CC0) ChEDL chemicals 1.5.2, from Bradley, J.-C.; Williams, A.; Lang, A. Jean-Claude Bradley Open Melting Point Dataset. Figshare, 2014 (CC0).
• Cheméo Relay (1.0)
• Cheméo Relay (1.0, beta) Beta: served but experimental, data-limited and below our cross-validation release bar; the Joback value is recommended where available.
• Crippen Method
• Heterogeneous interaction between zwitterions of some l- -amino acids and ethanol molecule in water at 298.15K
• KCl effect on the solubility of five different amino acids in water
• Solubility of l-serine, l-threonine and l-isoleucine in aqueous aliphatic alcohol solutions
• Study of thermodynamic properties of L-serine in aqueous 1-carboxymethyl-3-methylimidazolium chloride solutions at 298.15 K
• Salting-out effect in polypropylene glycol-amino acid aqueous solutions revealed by vapor pressure osmometry
• Vapor pressure osmometry determination of vapor-liquid equilibria behavior of aqueous imidazolium-based ionic liquid + amino acid systems
• Volumetric, viscometric, and refractive index behaviour of a-amino acids and their groups? contribution in aqueous D-glucose solution at different temperatures
• Thermodynamics of proton dissociations from aqueous serine at temperatures from (278.15 to 393.15) K, molalities from (0.01 up to 1.0) mol Ae kg-1, and at the pressure 0.35 MPa: Apparent molar heat capacities and apparent molar volumes of serine, serinium chloride, and sodium serinate
• Thermodynamic and transport properties of L-serine and L-threonine in aqueous sodium acetate and magnesium acetate solutions at T = 298.15 K
• The effect of ammonium sulfate on the solubility of amino acids in water at (298.15 and 323.15) K
• Activity coefficients of CaCl2 in (serine or proline + water) mixtures at T = 298.15 K
• Thermodynamics of the ternary systems: (water + glycine, L-alanine and L-serine + di-ammonium hydrogen citrate) from volumetric, compressibility, and (vapour + liquid) equilibria measurements
• Effects of clustering structure on volumetric properties of amino acids in (DMSO + water) mixtures
• Study of the interactions of PAMAM-NH2 G4 dendrimer with selected natural amino acids in aqueous solutions
• Investigation of 1-(2-carboxyethyl)-3-methylimidazolium chloride[HOOCEMIM][Cl] ionic liquid effect on water activity and solubility of L-serine at T = 298.15 K
• Salting-out behaviour of 1-butyl-3-methylimidazolium bromide, [C4mim][Br], ionic liquid on aqueous L-serine solutions at T = 298.15 K
• Effect of L-serine and L-threonine on volumetric and acoustic behaviour of aqueous metformin hydrochloride solutions at T = (305.15, 310.15 and 315.15) K
• Enthalpy of sublimation of hydroxyl-containing amino acids: Knudsen's effusion mass spectrometric study
• Volumetric property of glycine, L-serine, L-alanine and L-proline in aqueous solutions of 1-phenylpiperazinium tetrafluoroborate
• Volumetric properties for glycine and L-serine in aqueous solutions of 1-Ethyl-3-methylimidazolium hydrogen sulfate ([Emim][HSO4]) at T = (293.15-313.15) K and ambient pressure
• Molecular interactions of some amino acids in aqueous 1-butyl-3-methylimidazolium bromide solutions at different temperatures: A volumetric approach
• Volumetric, acoustic and transport properties of ternary solutions of L-serine and L-arginine in aqueous solutions of thiamine hydrochloride at different temperatures
• Enthalpies of dilution of glycine, l-alanine and l-serine in aqueous potassium chloride solutions
• Enthalpies of transfer of amino acids from water to aqueous solutions of formamide
• Enthalpies of transfer of amino acids from water to aqueous solutions of sodium nitrate and sodium perchlorate at T = 298.15K
• Enthalpic interactions between some amino acids and cyclohexanone in aqueous solutions at 298.15K
• Enthalpies of transfer of amino acids from water to aqueous solutions of N-methylformamide and N,N-dimethylformamide at T = 298.15K
• A calorimetric study on interactions of amino acids with sodium dodecylsulfate and dodecyltrimethylammonium bromide in aqueous solutions at 298.15K
• Enthalpies of transfer of amino acids from water to aqueous solutions of N-methylacetamide and N,N-dimethylacetamide at T=298.15K
• Transfer Enthalpies of Amino Acids and Glycine Peptides from Water to Aqueous Solutions of Trimethylamine N-oxide at 298.15 K
• A thermochemical study of serine stereoisomers
• Surface Tension of Aqueous Solutions of Small-Chain Amino and Organic Acids
• Electrolytic Effect on the Solubility and Solvation Thermodynamics of l-Serine and l-Isoleucine in Aqueous Media
• The Research and Measurement about the Solubility of l-Serine in Eight Common Pure Solvents and Four Binary Mixed Solvents for T = (278.15-333.15) K
• Studies on the Diffusion Coefficients of Amino Acids in Aqueous Solutions
• Enthalpies of Transfer of Amino Acids from Water to Aqueous Solutions of Alkali Metal Nitrates
• Mutual Coexistence Curve Measurement of Aqueous Biphasic Systems Composed of [bmim][BF4] and Glycine, L-Serine, and L-Proline, Respectively
• Volumetric Properties of Amino Acids in Aqueous N-Methylformamide Solutions at T = 298.15 K
• Densities and Speeds of Sound of l-Serine with Aqueous Solutions of Antibacterial Drugs at Different Temperatures
• Water Activity in Aqueous Amino Acid Solutions Containing Ammonium Sulfate at 298.2 K
• Volumetric Properties of Glycine, l-Alanine, and l-Serine in Formamide Water Mixtures at 298.15 K
• Temperature Dependences and Enthalpic Discrimination of Homochiral Pairwise Interactions of Six a-Amino Acid Enantiomers in Pure Water
• Water Activity in Aqueous Amino Acid Solutions, with and without KCl, at 298.15 K
• Enthalpies of Transfer of Amino Acids from Water to Aqueous Cationic Surfactants Solutions at 298.15 K
• Transfer Enthalpies of Amino Acids and Glycine Peptides from Water to Aqueous Solutions of Sugar Alcohol at 298.15 K
• Dielectric Constants for Binary Amino Acid-Water Solutions from (278.15 to 313.15) K
• Transfer Properties of Amino Acids from Water to Aqueous Sodium Sulfate Solutions at 298.15 K
• Enthalpies of Dilution of l-Alanine in Dimethylsulfoxide + Water and Dimethylformamide + Water Mixtures at 298.15 K
• Joback Method
• Aqueous Solubility Prediction Method
• McGowan Method
• NIST Webbook

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