Skip to Content
MilliporeSigma
All Photos(3)

Documents

C7505

Sigma-Aldrich

L-Cystathionine

≥98% (TLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C7H14N2O4S
CAS Number:
56-88-2
Molecular Weight:
222.26
Beilstein/REAXYS Number:
2505200
EC Number:
200-295-8
MDL number:
MFCD00036685
UNSPSC Code:
12352209
PubChem Substance ID:
24892965
NACRES:
NA.26

Quality Level

200

assay

≥98% (TLC)

form

powder

technique(s)

UHPLC: suitable

color

white

mp

>300 °C

storage temp.

−20°C

SMILES string

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

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-/m0/s1

InChI key

ILRYLPWNYFXEMH-WHFBIAKZSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

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.

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 9

1 of 9

DL-Homocysteine ≥95% (titration)

Sigma-Aldrich

H4628

DL-Homocysteine

Argininosuccinic acid disodium salt hydrate ≥80%

Sigma-Aldrich

A5707

Argininosuccinic acid disodium salt hydrate

L-Methionine-(methyl-d3) ≥98 atom % D, ≥99% (CP)

Sigma-Aldrich

300616

L-Methionine-(methyl-d3)

1-Methyl-L-histidine ≥98.0% (TLC)

Sigma-Aldrich

67520

1-Methyl-L-histidine

DL-Homocystine

Sigma-Aldrich

H0501

DL-Homocystine

Sigma-Aldrich

Sigma-Aldrich

A4111

2-AAPA hydrate

L-Homoserine

Sigma-Aldrich

H6515

L-Homoserine

L-Homocysteic acid ≥95%

Sigma-Aldrich

H9633

L-Homocysteic acid

DL-5-Hydroxylysine hydrochloride

Sigma-Aldrich

H0377

DL-5-Hydroxylysine hydrochloride

Synthesis and evaluation of L-cystathionine as a standard for amino acid analysis.
Amino Y
Bioscience, Biotechnology, and Biochemistry, 81(1), 95-101 (2017)
Cystathionine gamma-lyase of Streptomyces phaeochromogenes. The occurrence of cystathionine gamma-lyase in filamentous bacteria and its purification and characterization.
Nagasawa T
The Journal of Biological Chemistry, 259(16), 10393-10403 (1984)
The transamination of L-cystathionine, L-cystine and related compounds by a bovine kidney transaminase.
Ricci G
European Journal of Biochemistry, 157(1), 57-63 (1986)
Amany K Elshorbagy et al.
Nutrition (Burbank, Los Angeles County, Calif.), 26(11-12), 1201-1204 (2010-01-19)
Dietary methionine restriction in Fischer-344 rats favorably influences visceral fat mass, insulin sensitivity, metabolic parameters, and longevity. However, little is known about the effects of methionine restriction on serum methionine and its downstream sulfur amino acids. We investigated the serum
Zoltan Dekan et al.
Journal of the American Chemical Society, 133(40), 15866-15869 (2011-09-09)
The two disulfide bonds of α-conotoxin ImI, a peptide antagonist of the α7 nicotinic acetylcholine receptor (nAChR), were systematically replaced with isosteric redox-stable cystathionine thioethers. Regioselective thioether formation was accomplished on solid support through substitution of a γ-chlorohomoalanine by an
View All Related Papers

Articles

Characteristic Metabolites for Inborn Errors of Amino Acid Metabolism

Inborn errors of metabolism are caused by changes in specific enzymatic reactions and hundreds of different such alterations, which affect about 1 of every 5000 newborns, have been characterized.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service