L-CYSTATHIONINE Struktur

(R)-S-(2-Amino-2-carboxyethyl)-L-homocystein

Bezeichnung:(R)-S-(2-Amino-2-carboxyethyl)-L-homocystein

CAS-Nr56-88-2

Englisch Name:L-CYSTATHIONINE

CBNumberCB6446239

SummenformelC7H14N2O4S

Molgewicht222.26

MOL-Datei56-88-2.mol

Synonyma

(R)-S-(2-Amino-2-carboxyethyl)-L-homocystein

(R)-S-(2-Amino-2-carboxyethyl)-L-homocystein physikalisch-chemischer Eigenschaften

Schmelzpunkt	312
alpha	D20 +23.7° (1N HCl)
Dichte	1.430±0.06 g/cm3 (20 ºC 760 Torr)
storage temp.	-20°C
Löslichkeit	Aqueous Acid (Slightly)
Aggregatzustand	Solid
Siedepunkt	481.0±45.0 °C(Predicted)
pka	2.08±0.10(Predicted)
Farbe	White to Off-White
Merck	13,2807
BRN	2505200

Sicherheit

WGK Germany	3
F	10-21
HS Code	29309090

Gefahreninformationscode (GHS)

L-CYSTATHIONINE Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung
L-(+)-Cystathionine is a dipeptide formed by serine and homocysteine. Transsulfuration of methionine yields homocysteine, which combines with serine to form this precursor of cysteine. L-(+)-Cystathionine is largely expressed in the mammalian brain and deficiency can indicate the presence of metabolic disorders such as cystathioninuria.
Chemische Eigenschaften
White Crystalline Solid
Verwenden
Intermediate in transsulfuration whereby the mammal transfers the sulfur of methionine via homocysteine to cysteine
Verwenden
L-Cystathionine has been used in ultra-performance liquid chromatography for the validation of cystathionine and the correlation of its abundance with vertebrate metamorphosis. It has also been used as an inhibitor of sinusoidal GSH (glutathione) carrier to signify that thiol redox state imbalance is associated with the modulation of autophagy in carcinoma cells.
Definition
ChEBI: L-cystathionine is a modified amino acid generated by enzymic means from L-homocysteine and L-serine. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is a tautomer of a L-cystathionine dizwitterion.
Biochem/physiol Actions
L-Cystathionine is an intermediate in the biosynthesis of L-cysteine and methionine. It is used as a substrate to differentiate and analyze cystathionine γ-lyase(s). L-Cystathionine is an important non-protein amino acid and is associated with metabolic disorders. In recent studies, L-cystathionine is believed to be the precursor of cyclic imino acid cyclothionine. Cystathioninuria is characterized with imino acid cyclothionine excretion in the urine.
läuterung methode
S,S-Cystathionine is purified by converting it to the HCl salt in 20% HCl and carefully basifying with aqueous NH3 until separation is complete. Filter it off and dry it in a vacuum. It forms prisms from H2O. The dibenzoyl derivative has m 229o (from EtOH). [IR: Greenstein & Winitz Chemistry of the Amino Acids (J Wiley) Vol 3 p2690 1961 and Tallan et al. J Biol Chem 230 707 1958, Synthesis: du Vigneaud et al. J Biol Chem 143 59 1942, Anslow et al. J Biol Chem 166 39 1946.] [Prepn: Weiss & Stekol J Am Chem Soc 73 2497 1951; see also du Vigneaud et al. J Biol Chem 143 60 1942, Biological synthesis: Greenberg Methods Enzymol 5 943 1962, Beilstein 4 IV 3197.]

(R)-S-(2-Amino-2-carboxyethyl)-L-homocystein Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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