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[S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure

L-Homocystine Struktur
626-72-2
CAS-Nr.
626-72-2
Bezeichnung:
[S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure
Englisch Name:
L-Homocystine
Synonyma:
(2S,2'S)-4,4'-Disulfanediylbis(2-aMinobutanoic acid);H-HoCys-OH;(H-HCY-OH)2;(H-Hcy-OH)?;H-L-HCystine;(H-HOCYS-OH)2;H-L-HOCYSTINE;(H-Hcys-OH) 2;L-Homocystine;(H-HOMOCYS-OH)2
CBNumber:
CB5155903
Summenformel:
C8H16N2O4S2
Molgewicht:
268.35
MOL-Datei:
626-72-2.mol
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[S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure Eigenschaften

Schmelzpunkt:
281-284 °C (dec.)(lit.)
alpha 
77 º (c=1% in 1N HCl)
Siedepunkt:
507.6±50.0 °C(Predicted)
Dichte
1.443±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
H2O : 5 mg/mL (18.63 mM; ultrasonic and adjust pH to 3 with H2O)DMSO : 1 mg/mL (3.73 mM; ultrasonic and adjust pH to 5 with HCl)
Aggregatzustand
Powder
pka
1.90±0.10(Predicted)
BRN 
1728583
InChIKey
ZTVZLYBCZNMWCF-WDSKDSINSA-N
CAS Datenbank
626-72-2(CAS DataBase Reference)
EPA chemische Informationen
L-Homocystine (626-72-2)

Sicherheit

S-Sätze: 22-24/25
WGK Germany  3
HS Code  29309090

[S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.

Chemische Eigenschaften

L-homocysteine is an aliphatic amino acid with the molecular formula (C8H16N2O4S2). It is a white powder with an acidic taste and is easily soluble in water. It has limited solubility in ethanol. L-homocysteine has a sulfhydryl group on its side chain, which allows it to form disulfide bonds with other L-homocysteine residues in proteins. This feature contributes to the stable three-dimensional structure of proteins. As a result, L-homocysteine finds extensive applications in industries such as pharmaceuticals, food, feed, and cosmetics.

Verwenden

Increased levels lead to hyperhomocysteinemia; a cardiovascular risk factor in prediction of coronary heart disease as well as being associated with congenital birth defects, pregnancy complications and cancer.

Synthese

L-homoserine(626-72-2) is biosynthesized from L-aspartate, which is synthesized from oxaloacetate, a TCA cycle intermediate. Homoserine is activated through esterification to form the O-acetyl ester by the enzyme homoserine O-acetyltransferase. In certain organisms, including the yeast Saccharomyces cerevisiae and certain bacteria, hydrogen sulfide reacts with O-acetyl-L-homoserine, replacing the acetyl group and forming L-homocysteine.
L-homocysteine biosynthesis

läuterung methode

The acid (3g) is dissolved in freshly boiled H2O (30mL) under N2, cooled under N2 (all operations should be under N2), absolute EtOH (100mL) is added, the acid is filtered off, and a second crop is obtained by diluting the filtrate to 500mL with absolute EtOH, kept overnight in a refrigerator, filtered, washed with EtOH and dried in a vacuum. The D(R,R)-form has similar properties but is –ve in M HCl and +ve in H2O. [du Vigneaud & Patterson J Biol Chem 109 101 1935, du Vigneaud & Brown Biochemical Preparations 5 93, 95 1975, Greenstein & Winitz The Chemistry of the Amino Acids J. Wiley, Vol 3 pp 2667-2670 1961, Beilstein 4 III 1643, 4 IV 3199, Koegel et al. J Am Chem Soc 77 5708 1955.]

[S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

L-Homoserin L-Aspartsure, Natriumsalz (S)-4-ACETOXY-2-AMINO-BUTYRIC ACID homoserine O-acetyltransferase Schwefelwasserstoff RIBOMINUS(BACTERIA)

Downstream Produkte

[S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 240)Lieferanten
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626-72-2([S-(R*,R*)]-4,4'-Dithiobis[2-aminobutter]sure)Verwandte Suche:

4-Aminobuttersure D-(-)-2-Aminobuttersure Acetylcystein DL-Homocystein Cystin 2-Aminobuttersure L-Cystein Selenium sulfide DL-3-Aminobuttersure 6-Chlor-1-β,2-β-dihydro-17-hydroxy-3'H-cyclopropa[1,2]pregna-1,4,6-trien-3,20-dion-17-acetat 4-(Indol-3-yl)buttersäure (+-)-2-Aminobuttersure (-)-2-Aminobuttersure 4,4'-Dithiodibuttersure Dibutyldisulfid Methylpropyldisulfid r-Amino Butryric Acid 4-Mercaptobuttersure
  • (2S,2'S)-2,2'-Diamino-(4,4'-dithiobisbutyric acid)
  • 3,3'-(Dithiobismethylene)bisalanine
  • 4,4'-Dithiobis[(2S)-2-aminobutanoic acid]
  • 4,4'-Dithiobis[(S)-2-aminobutanoic acid]
  • 4,4'-Dithiobis[(S)-2-aminobutyric acid]
  • (2S,2'S)-4,4'-Dithiobis[2-aMinobutanoic Acid]
  • [S-(R*,R*)]-4,4'-Dithiobis[2-aMinobutanoic Acid]
  • L-Homocystine ,99%
  • L-Homocystine,L-4,4′-Dithiobis(2-aminobutanoic acid)
  • L-HOMOCYSTINE, >=98% (HPLC)
  • (H-L-HomoCys-OH)2
  • L-Homocystine≥ 99% (Assay)
  • H-HoCys-OH L-4,4'-Dithiobis(2-aminobutanoic acid)
  • (H-HCY-OH)2
  • (H-HOCYS-OH)2
  • (H-HOMOCYS-OH)2
  • H-L-HOCYSTINE
  • L-4,4'-DITHIO-BIS(2-AMINOBUTANOIC ACID)
  • 4,4’-dithiobis[2-amino-,[s-(theta,theta)]-butanoicaci
  • (H-Hcy-OH)?
  • L-homocystine cell culture tested
  • [S-(R*,R*)]-4,4'-dithiobis[2-aminobutyric] acid
  • 2-amino-4-(3-amino-3-carboxy-propyl)disulfanyl-butanoic acid
  • H-HoCys-OH
  • (H-Hcys-OH) 2
  • L-Homocystine
  • H-L-HCystine
  • L-Homocystine USP/EP/BP
  • Butanoic acid, 4,4'-dithiobis[2-amino-, (2S,2'S)-
  • (2S)-2-amino-4-{[(3S)-3-amino-3-carboxypropyl]disulfanyl}butanoic acid
  • (2S,2'S)-4,4'-Disulfanediylbis(2-aMinobutanoic acid)
  • L Homocystine,Inhibitor,Endogenous Metabolite,LHomocystine,inhibit,L-Homocystine
  • Vincamine Impurity 1( Vincamine EP Impurity A )
  • 626-72-2
  • C8H16N2O4S2
  • Unnatural Amino Acid Derivatives
  • Specialty Synthesis
  • Peptide Synthesis
  • Homo-Amino Acids
  • Amines
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Amino Acids
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