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C3633

Sigma-Aldrich

Cystathionine

≥90% (HPLC)

Synonym(s):

DL,DL-allo-Cystathionine, S-(2-Amino-2-carboxyethyl)homocysteine

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About This Item

Linear Formula:
HOOCCH(NH2)CH2CH2SCH2CH(NH2)COOH
CAS Number:
535-34-2
Molecular Weight:
222.26
EC Number:
208-613-7
MDL number:
MFCD00136759
UNSPSC Code:
12352209
PubChem Substance ID:
24892630
NACRES:
NA.26

product name

Cystathionine, ≥90% (HPLC)

Assay

≥90% (HPLC)

form

powder

color

white to off-white

mp

281 °C (dec.)

storage temp.

2-8°C

SMILES string

NC(CCSCC(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)

InChI key

ILRYLPWNYFXEMH-UHFFFAOYSA-N

Gene Information

human ... BHMT(635)

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Biochem/physiol Actions

Cystathionine is an intermediate in the biosynthesis of the amino acid cysteine. Cystathionine is used as a substrate to differentiate and analyze cystathionine gamma-lyase(s).

Other Notes

A mixture of 4 stereoisomers; L-, D-, L-allo- and D-allo-cystathionine.

Preparation Note

Prepared by method of Stekol.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Miriam M Cortese-Krott et al.
Antioxidants & redox signaling, 27(10), 684-712 (2017-04-12)
Oxidative stress is thought to account for aberrant redox homeostasis and contribute to aging and disease. However, more often than not, administration of antioxidants is ineffective, suggesting that our current understanding of the underlying regulatory processes is incomplete. Recent Advances:
A new synthesis of S-(beta-amino-beta-carboxyethyl) homocysteine (cystathionine) and S-bis(gamma-amino-gamma -carboxypropyl) sulfide (homolanthionine).
J A STEKOL
The Journal of biological chemistry, 173(1), 153-157 (1948-03-01)
Zhi-Jun Wang et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 42(3), 859-875 (2017-06-24)
Hydrogen sulfide (H2S) is now admitted as a third gasotransmitter together with nitric oxide (NO) and carbon monoxide (CO), albeit it was originally considered as a foul and poisonous gas. Endogenous H2S production in mammalian cells is counting on the
Hydrogen Sulfide Inhibits Cigarette Smoke-Induced Endoplasmic Reticulum Stress and Apoptosis in Bronchial Epithelial Cells.
Fan Lin et al.
Frontiers in pharmacology, 8, 675-675 (2017-10-17)
Ruben Esse et al.
International journal of molecular sciences, 20(4) (2019-02-20)
Homocysteine (Hcy) is a sulfur-containing non-proteinogenic amino acid formed during the metabolism of the essential amino acid methionine. Hcy is considered a risk factor for atherosclerosis and cardiovascular disease (CVD), but the molecular basis of these associations remains elusive. The
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