DL-Serine
Basic information
- CAS
302-84-1- Standard SMILES
NC(CO)C(=O)O- InChIKey
MTCFGRXMJLQNBG-UHFFFAOYSA-N- Molecular formula
- C3H7NO3
- Average molar mass
- 105.09 g/mol
- Monoisotopic mass
- 105.04259309
Overview
Serine is an alpha-amino acid that is alanine substituted at position 3 by a hydroxy group. It has a role as a fundamental metabolite. It is a polar amino acid and an alpha-amino acid. It contains a hydroxymethyl group. It is a conjugate base of a serinium. It is a conjugate acid of a serinate. It is a tautomer of a serine zwitterion.
Names & identifiers
- Preferred name
- DL-Serine
- IUPAC
- 2-amino-3-hydroxypropanoic acid
- English name
- DL-Serine
- Molecular formula
- C3H7NO3
- Molecular weight
- 105.09
Names & synonyms
DL-Serine302-84-1Serine, DL-00PAR1C66FNSC-9960DTXSID70859325NSC9960Serine DL-RefChem:1083916DTXCID20202802206-130-62-azaniumyl-3-hydroxypropanoate
Show more names
SERINEserinDL-SER2-AMINO-3-HYDROXY-PROPIONIC ACIDDL-SerinDL-Ser-OHDL-SERINE,FCC
2-Amino-3-hydroxypropanoic acidSerine DL-formH-DL-Ser-OHSERINE, (L)L-Serine-2-13c-15Nd,l-serineDL-2-Amino-3-hydroxypropionic AcidDL-SERINE (1-13C)
Database identifiers
- CAS
302-84-1、312-84-5、56-45-1- PubChem CID
- 617
- DTXSID
DTXSID70859325- ChEBI
CHEBI:17822- UNII
- 00PAR1C66F
- EC Number
- 206-130-6
- Nikkaji
- J1.277G
Properties
Computed structural properties
- XLogP
- -3.1
- Topological polar surface area
- 83.6 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 2
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 72.6
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]
Flavoring AgentsEU Flavoring substances
Physical DescriptionSolid; [Merck Index] Beige crystalline solid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 240 °C · 240 °C (dec.) (lit.)
- Boiling point
- 197.09 °C · 197.09°C (rough estimate)
- Density
- 1.53 · 1.53
- refractive index
- 1.4368 · 1.4368 (estimate)
- FLAVIS Number
- 17.02 · 17.020 | D,L-Serine
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 2 O: · H2O: soluble
- form
- Crystalline Powder
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 99.6% (261 of 262) of all reports.
Not Classified
Aggregated GHS information provided per 262 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: DL-Serine
Regulation (EC) No 1831/2003 (amended)
REACH registered substance: DL-serine (EC: 206-130-6)
Serine: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - DL-Serine: Environment tier I assessment
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See L-Serine.
Hazard Classes and CategoriesNot Classified
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- VT8100000
- hs_code
- 29225000
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 24/25-36-26
Chemistry & industry
Uses & manufacturing
UsesA non-essential amino acid; [Merck Index]
General Manufacturing InformationSerine: ACTIVE
Applications
DescriptionDL-Serine is a kind of neutral aliphatic amino acids containing hydroxyl groups with polarity but being uncharged, and belongs to nonessential amino acids for human body. It has a high content in sericin silk protein and fibroin protein. It can be formed from the methyl transfer reaction of glycine. It can also be converted to pyruvate or hydroxy pyruvate through deamination. It is also an important raw material for in vivo synthesis of choline and cysteine.
UsesDL-Serine is used in the synthesis of novel tryptoline derivatives as IDO (indoleamine 2,3-Deoxygenase) inhibitors, for potential use in Alzheimer’s treatment.
Preparation methods
PreparationDL-serine is obtained by complexing glycine under the catalysis of copper ions and then combining with formaldehyde under alkaline conditions, followed by acidification, ion exchange, and crystallization in ethanol.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
44 records
Compound notes
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