L-Cystathionine | CAS#56-88-2 | Sulfur-containing amino acid

MedKoo Cat#: 596426 | Name: L-Cystathionine

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

L-Cystathionine is a Sulfur-containing amino acid formed as an intermediate in the conversion of METHIONINE to CYSTEINE.

Chemical Structure

L-Cystathionine

CAS#56-88-2

Theoretical Analysis

MedKoo Cat#: 596426

Name: L-Cystathionine

CAS#: 56-88-2

Chemical Formula: C7H14N2O4S

Exact Mass: 222.0674

Molecular Weight: 222.26

Elemental Analysis: C, 37.83; H, 6.35; N, 12.60; O, 28.79; S, 14.42

Price and Availability

Size	Price	Availability
10mg	USD 285.00	2 Weeks
25mg	USD 500.00	2 Weeks
50mg	USD 850.00	2 Weeks

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Synonym

L-Cystathionine; L-(+)-Cystathionine; Cystathionine, L-; EINECS 200-295-8;

IUPAC/Chemical Name

S-((S)-2-amino-2-carboxyethyl)-D-homocysteine

InChi Key

ILRYLPWNYFXEMH-RFZPGFLSSA-N

InChi Code

InChI=1S/C7H14N2O4S/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m1/s1

SMILES Code

O=C(O)[C@H](N)CCSC[C@@H](N)C(O)=O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

L-Cystathionine is a nonprotein thioether and is a key amino acid associated with the metabolic state of sulfur-containing amino acids.

In vitro activity:

Results showed that homocysteine obviously induced the apoptosis of HUVECs, and this effect was significantly attenuated by the pretreatment with L-cystathionine. Furthermore, L-cystathionine decreased the production of mitochondrial superoxide anion and the expression of Bax and restrained its translocation to mitochondria, increased mitochondrial membrane potential, inhibited mitochondrial permeability transition pore (MPTP) opening, suppressed the leakage of cytochrome c from mitochondria into the cytoplasm, and downregulated activities of caspase-9 and caspase-3. Reference: Oxid Med Cell Longev. 2019 Nov 25;2019:1253289. https://pubmed.ncbi.nlm.nih.gov/31885769/

In vivo activity:

Rat liver homogenates heated for 10 min at 60 degrees C incubated with L-cystathionine yield cystathionine ketimine which was identified by its typical UV spectrum and by cochromatography with authentic samples on the amino acid analyzer. Reference: Biochem Int. 1985 Apr;10(4):641-6. https://pubmed.ncbi.nlm.nih.gov/4026871/

	Solvent	mg/mL	mM
Solubility
	DMSO	1.0	4.50
	Water	25.0	112.48

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 222.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Wang X, Wang Y, Zhang L, Zhang D, Bai L, Kong W, Huang Y, Tang C, Du J, Jin H. L-Cystathionine Protects against Homocysteine-Induced Mitochondria-Dependent Apoptosis of Vascular Endothelial Cells. Oxid Med Cell Longev. 2019 Nov 25;2019:1253289. doi: 10.1155/2019/1253289. PMID: 31885769; PMCID: PMC6899331. 2. Zhu M, Du J, Liu AD, Holmberg L, Chen SY, Bu D, Tang C, Jin H. L-cystathionine inhibits oxidized low density lipoprotein-induced THP-1-derived macrophage inflammatory cytokine monocyte chemoattractant protein-1 generation via the NF-κB pathway. Sci Rep. 2015 May 28;5:10453. doi: 10.1038/srep10453. PMID: 26020416; PMCID: PMC4447071. 3. Cavallini D, Costa M, Pensa B, Coccia R. The conversion of L-cystathionine into the cyclic ketimine form by heated rat liver extracts containing cystathionase and transaminase activities. Biochem Int. 1985 Apr;10(4):641-6. PMID: 4026871. 4. Völkl H, Silbernagl S. Mutual inhibition of L-cystine/L-cysteine and other neutral amino acids during tubular reabsorption. A microperfusion study in rat kidney. Pflugers Arch. 1982 Nov 11;395(3):190-5. doi: 10.1007/BF00584808. PMID: 7155792.

In vitro protocol:

In vivo protocol:

1. Cavallini D, Costa M, Pensa B, Coccia R. The conversion of L-cystathionine into the cyclic ketimine form by heated rat liver extracts containing cystathionase and transaminase activities. Biochem Int. 1985 Apr;10(4):641-6. PMID: 4026871. 2. Völkl H, Silbernagl S. Mutual inhibition of L-cystine/L-cysteine and other neutral amino acids during tubular reabsorption. A microperfusion study in rat kidney. Pflugers Arch. 1982 Nov 11;395(3):190-5. doi: 10.1007/BF00584808. PMID: 7155792.

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