DL-Serine CAS 302-84-1

Introduction:Basic information about DL-Serine CAS 302-84-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

DL-Serine Basic information

Product Name:DL-Serine
Synonyms:DL-SERINE TECHNICAL GRADE;(2S)-2-ammonio-3-hydroxypropanoate;DL-SERINE extrapure CHR;DL-Serine Vetec(TM) reagent grade, 98%;DL-SERINE UNLABELED;DL-Ser-OH;DL-Serine≥ 99% (Assay);rac-(R*)-2-Amino-3-hydroxypropionic acid
CAS:302-84-1
MF:C3H7NO3
MW:105.09
EINECS:206-130-6
Product Categories:Serine [Ser, S];alpha-Amino Acids;Amino Acids;Biochemistry;Amino Acids;Amino acid;bc0001
Mol File:302-84-1.mol

DL-Serine Chemical Properties

Melting point 240 °C (dec.) (lit.)
Boiling point 197.09°C (rough estimate)
density 1.53
refractive index 1.4368 (estimate)
storage temp. Store below +30°C.
solubility H2O: soluble
pka2.19(at 25℃)
form Crystalline Powder
color White
OdorOdorless
Water Solubility 50.23 g/L (25 ºC)
Merck 14,8460
BRN 1721402
Cosmetics Ingredients FunctionsFRAGRANCE
HAIR CONDITIONING
ANTISTATIC
SKIN CONDITIONING
InChI1S/C3H7NO3/c4-2(1-5)3(6)7/h2,5H,1,4H2,(H,6,7)
InChIKeyMTCFGRXMJLQNBG-UHFFFAOYSA-N
SMILESNC(CO)C(O)=O
LogP-3.460
CAS DataBase Reference302-84-1(CAS DataBase Reference)
NIST Chemistry ReferenceDL-Serine(302-84-1)
EPA Substance Registry SystemSerine (302-84-1)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
RTECS VT8100000
TSCA TSCA listed
HS Code 29225000
Storage Class11 - Combustible Solids

DL-Serine Usage And Synthesis

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.
Chemical PropertiesDL-Serine is a kind of colorless monoclinic columnar or lamellae crystal. It is soluble in water (at 20℃, the water solubility is 380g/L), insoluble in ether and ethanol; Decomposition point: 246℃.
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.
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.?
DefinitionChEBI: 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 an alpha-amino acid and a polar 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.
ApplicationSerine is a non-essential amino acid and a natural ligand and allosteric activator of pyruvate kinase M2. Serine helps retain the skin's moisture balance.
Synthesis Reference(s)Canadian Journal of Chemistry, 33, p. 1119, 1955 DOI: 10.1139/v55-131
The Journal of Organic Chemistry, 35, p. 1505, 1970 DOI: 10.1021/jo00830a054
Biochem/physiol ActionsNMDA agonist acting at the glycine site; precursor of glycine by serine hydroxymethyltransferase
Safety ProfileWhen heated to decomposition emits toxic fumes of NOx.
in vitroDL-Serine, a fundamental metabolite, is a mixture of D-Serine and L-Serine. DL-Serine has antiviral activity against the multiplication of tobacco mosaic virus (TMV).
Subcutaneous injection of DL-serine increases the number and size of renal tubular cell tumors in male W rats treated with 500 or 1,000 ppm N-ethyl-N-hydroxyethylnitrosamine.

DL-Serine Preparation Products And Raw materials

Raw materialsGlycine-->LACTATE-->-aMinopropanaMide-->glycolate-->2-HYDROXYACETAMIDE
Preparation ProductsGlycine-->DL-Tryptophan-->L-Cystine-->MORPHOLINE-3,4-DICARBOXYLIC ACID 4-TERT-BUTYL ESTER-->L-Serine-->Leuprorelin-->DL-GLYCERIC ACID-->D-Serine-->ETHYL SERINATE-->N-CARBOBENZOXY-DL-SERINE
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