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ChemicalBook--->CAS DataBase List--->56-88-2

56-88-2

56-88-2 Structure

56-88-2 Structure
IdentificationBack Directory
[Name]

L-CYSTATHIONINE
[CAS]

56-88-2
[Synonyms]

L-CYSTATHIONINE
CYSTATHIONINE, L-
L(+)CYSTATHIONINE
L-CYSTATHIONINE, >= 98% (TLC)
CYSTATHIONINE, L-(DS)(REQUEST QUOTE)
(2R,7S)-2,7-Diamino-4-thiaoctanedioic acid
S-[(R)-2-Amino-2-carboxyethyl]-L-homocysteine
[R]-S-[2-AMINO-2-CARBOXYETHYL]-L-HOMOCYSTEINE
S-[(2R)-2-AMino-2-carboxyethyl]-L-hoMocysteine
L-Cystathionine,(R)-S-(2-Amino-2-carboxyethyl)-L-homocysteine
(2S)-2-Amino-4-{[(2R)-2-amino-2-carboxyethyl]thio}butanoic acid
[R-(R*,S*)]-2-AMino-4-[(2-aMino-2-carboxyethyl)thio]butanoic Acid
(2S)-2-amino-4-[(2R)-2-amino-3-hydroxy-3-oxopropyl]sulfanylbutanoic acid
[EINECS(EC#)]

200-295-8
[Molecular Formula]

C7H14N2O4S
[MDL Number]

MFCD00036685
[MOL File]

56-88-2.mol
[Molecular Weight]

222.26
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

312
[alpha ]

D20 +23.7° (1N HCl)
[density ]

1.430±0.06 g/cm3 (20 ºC 760 Torr)
[storage temp. ]

−20°C
[solubility ]

Aqueous Acid (Slightly)
[Boiling point ]

481.0±45.0 °C(Predicted)
[form ]

Solid
[pka]

2.08±0.10(Predicted)
[color ]

White to Off-White
[Merck ]

13,2807
[BRN ]

2505200
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[Uses]

Intermediate in transsulfuration whereby the mammal transfers the sulfur of methionine via homocysteine to cysteine
[Description]

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.
[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.
[Purification Methods]

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.]
Safety DataBack Directory
[WGK Germany ]

3
[F ]

10-21
[HS Code ]

29309090
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