DL-Serin

Bezeichnung:DL-Serin

CAS-Nr302-84-1

Englisch Name:DL-Serine

CBNumberCB7345179

SummenformelC3H7NO3

Molgewicht105.09

MOL-Datei302-84-1.mol

Synonyma

DL-Serin

DL-Serin physikalisch-chemischer Eigenschaften

Schmelzpunkt	240 °C (dec.) (lit.)
Siedepunkt	197.09°C (rough estimate)
Dichte	1.53
Brechungsindex	1.4368 (estimate)
storage temp.	Store below +30°C.
Löslichkeit	H2O: soluble
Aggregatzustand	Crystalline Powder
pka	2.19(at 25℃)
Farbe	White
Geruch (Odor)	Odorless
Wasserlöslichkeit	50.23 g/L (25 ºC)
Merck	14,8460
BRN	1721402
LogP	-3.460
CAS Datenbank	302-84-1(CAS DataBase Reference)
NIST chemische Informationen	DL-Serine(302-84-1)
EPA chemische Informationen	Serine (302-84-1)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	24/25-36-26
WGK Germany	3
RTECS-Nr.	VT8100000
TSCA	Yes
HS Code	29225000

Gefahreninformationscode (GHS)

DL-Serine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
DL-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.
Chemische Eigenschaften
DL-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℃.
Verwenden
DL-Serine is used in the synthesis of novel tryptoline derivatives as IDO (indoleamine 2,3-Deoxygenase) inhibitors, for potential use in Alzheimer’s treatment.
Application
Serine 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.
synthetische
DL-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.?
Definition
ChEBI: 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.
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 Actions
NMDA agonist acting at the glycine site; precursor of glycine by serine hydroxymethyltransferase
Sicherheitsprofil
When heated to decomposition emits toxic fumes of NOx.
in vitro
DL-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.

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