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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:
Molecular Weight:
222.26
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
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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.[1]

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

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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)
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)
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
Yuichi Minato et al.
Scientific reports, 7(1), 16462-16462 (2017-12-01)
Bacteria utilize thermotaxis signal transduction proteins, including CheA, and CheY, to switch the direction of the cell movement. However, the thermally responsive machinery enabling warm-seeking behavior has not been identified. Here we examined the effects of temperature on the structure

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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