L-Serine
- Iupac Name：(2S)-2-amino-3-hydroxypropanoic acid
- CAS No.: 56-45-1
- Molecular Weight：105.09
- Modify Date.: 2022-11-05 10:51
- Introduction: Serine (abbreviated as Ser or S) is an amino acid with the formula HO2CCH(NH2)CH2OH. It is one of the proteinogenic amino acids. Its codons in the genetic code are UCU, UCC, UCA, UCG, AGU and AGC. By virtue of the hydroxyl group, serine is classified as a polar amino acid.
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1. Names and Identifiers
- 1.1 Name
- L-Serine
- 1.2 Synonyms
(-)-Serine (2R)-2-amino-3-hydroxypropanoic acid (2R)-2-Amino-3-hydroxypropionic acid (R)-(-)-Serine (R)-Serine (S)-(-)-serine (S)-2-amino-3-hydroxypropanoic acid (S)-2-amino-3-hydroxy-Propanoic acid (S)-2-Amino-3-hydroxypropionic acid (S)-a-Amino-b-hydroxypropionic acid .α.-Amino-.Β.-hydroxypropionic acid 2-Amino-3-hydroxypropanoic acid, (S)- 3-hydroxy-L-Alanine b-Hydroxy-L-alanine d-ser D-Serine EINECS 200-274-3 H-D-Ser-OH H-L-SER-OH H-Ser-OH L-2-Amino-3-hydroxypropionic acid L-3-Hydroxy-2-aminopropionic acid L-Ser L-Serin MFCD00064224 Propanoic acid, 2-amino-3-hydroxy-, (S)- Ser Serine, D- Serine, L- SERINE,L SERINE,USP S-serine
- 1.3 CAS No.
- 56-45-1
- 1.4 CID
- 5951
- 1.5 EINECS(EC#)
- 200-274-3
- 1.6 Molecular Formula
- C3H7NO3 (isomer)
- 1.7 Inchi
- InChI=1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)/t2-/m0/s1
- 1.8 InChkey
- MTCFGRXMJLQNBG-REOHCLBHSA-N
- 1.9 Canonical Smiles
- C(C(C(=O)O)N)O
- 1.10 Isomers Smiles
- C([C@@H](C(=O)O)N)O
2. Properties
- 2.1 Density
- 1.6
- 2.1 Melting point
- 222 °C (dec.)(lit.)
- 2.1 Boiling point
- 197.09°C (rough estimate)
- 2.1 Refractive index
- 1.4368 (estimate)
- 2.1 Flash Point
- 150°C
- 2.1 Precise Quality
- 105.042595
- 2.1 PSA
- 83.55000
- 2.1 logP
- -0.90910
- 2.1 Solubility
- H2O: 50?mg/mL
- 2.2 Appearance
- White crystalline powder
- 2.3 Storage
- Ambient temperatures.
- 2.4 Color/Form
- White
- 2.5 PH
- 5-6 (100g/l, H2O, 20℃)
- 2.6 pKa
- 2.19(at 25℃)
- 2.7 Water Solubility
- 250 g/L (20 oC)
- 2.8 Spectral Properties
- SPECIFIC OPTICAL ROTATION: -6.83 DEG @ 20 DEG C/D (1.5 G IN 15 G AQ SOLN); +14.45 DEG @ 25 DEG C/D (C= 0.5 G IN 5.6 NORMAL HCL)
IR: 1593 (Sadtler Research Laboratories IR Grating Collection)
NMR: 9189 (Sadtler Research Laboratories Spectral Collection)
MASS: 4017 (National Bureau of Standards EPA-NIH Mass Spectra Data Base, NSRDS-NBS-63)
- 2.9 Stability
- Stable. Incompatible with strong oxidizing agents.
- 2.10 StorageTemp
- Store at 0-5
3. Use and Manufacturing
- 3.1 Definition
- ChEBI: The L-enantiomer of serine.
- 3.2 Produe Method
- Industrially , L - serine is produced by fermentation, with an estimated 100 - 1000 tonnes per year produced . In the laboratory, racemic serine can be prepared from methyl acrylate via several steps.
- 3.3 Purification Methods
- A likely impurity is glycine. Crystallise L-serine from H2O by adding 4volumes of EtOH. Dry and store it in a desiccator. It sublimes at 160-170o/0.3mm with 99.7% recovery, and unracemised [Gross & Gradsky J Am L-Serine Preparation Products And Raw materials Raw materials
- 3.4 Usage
- Amino acid.
4. Safety and Handling
- 4.1 Hazard Codes
- Xi
- 4.1 Risk Statements
- 36/37/38
- 4.1 Safety Statements
- 24/25-36-26
- 4.1 Exposure Standards and Regulations
- Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
- 4.2 Octanol/Water Partition Coefficient
- LogP = -3.07
- 4.3 DisposalMethods
- SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
- 4.4 RIDADR
- 25kgs
- 4.4 Formulations/Preparations
- Flavor, food and pharmaceutical grades; USP and FCC grades
- 4.5 WGK Germany
- 3
- 4.5 RTECS
- VT8100000
- 4.5 Safety
-
Hazard Codes of?L-serine (CAS NO.56-45-1):?Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 24/25-36-26
S24/25: Avoid contact with skin and eyes.?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36: Wear suitable protective clothing.
WGK Germany:?3
F: 3
- 4.6 Specification
-
?L-serine (CAS NO.56-45-1) is?Stable, and incompatible with strong oxidizing agents. It is?stable under normal temperatures and pressures.?It should avoid incompatible materials, light, exposure to moist air or water, and it's incompatibilities with strong oxidizing agents. Its hazardous decomposition products are nitrogen oxides, carbon monoxide?and?carbon dioxide.
?
5. MSDS
2.Hazard identification
2.1 Classification of the substance or mixture
Not classified.
2.2 GHS label elements, including precautionary statements
| Pictogram(s) | No symbol. |
| Signal word | No signal word. |
| Hazard statement(s) | none |
| Precautionary statement(s) | |
| Prevention | none |
| Response | none |
| Storage | none |
| Disposal | none |
2.3 Other hazards which do not result in classification
none
7. Synthesis Route
56-45-1Total: 44 Synthesis Route
8. Other Information
- 8.0 Usage
- It is a precursor of glycine by serine hydroxymethyltransferase. D-serine, synthesized by serine racemase from L-serine, serves as a neuronal signaling molecule by activating NMDA receptors in the brain.
- 8.1 Usage
- L-serine is used as a dietary supplement to improve health under certain conditions of malnutrition or physical stress, as a cosmetic incredient, as ingredients for cell culture media. It is used as a precursor to several amino acids, including glycine, cysteine and other metabolites such as sphingolipids and folate. It is used in bio-synthesis of purines and pyrimidines. It plays a vital role in catalytic function of enzymes. Further, L-serine and its metabolic products are essential for cell proliferation and specific functions of the central nervous system. .
9. Computational chemical data
- Molecular Weight: 105.09g/mol
- Molecular Formula: C3H7NO3
- Compound Is Canonicalized: True
- XLogP3-AA: null
- Exact Mass: 105.042593085
- Monoisotopic Mass: 105.042593085
- Complexity: 72.6
- Rotatable Bond Count: 2
- Hydrogen Bond Donor Count: 3
- Hydrogen Bond Acceptor Count: 4
- Topological Polar Surface Area: 83.6
- Heavy Atom Count: 7
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count: 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Isotope Atom Count: 0
- Covalently-Bonded Unit Count: 1
- CACTVS Substructure Key Fingerprint: AAADcYBCMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAHgAQCAAACCjhgAYACABAAgAIAACQCAAAAAAAAAAAAIGAAAACEAQAAAAAQAABMAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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