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C121908

Sigma-Aldrich

L-Cysteine ethyl ester hydrochloride

98%, for peptide synthesis

Synonym(s):

(R)-Ethyl 2-amino-3-mercaptopropanoate hydrochloride, Cystanin, Ethyl L-cysteinate hydrochloride

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About This Item

Linear Formula:
HSCH2CH(NH2)COOC2H5 · HCl
CAS Number:
868-59-7
Molecular Weight:
185.67
Beilstein/REAXYS Number:
3562600
EC Number:
212-779-6
MDL number:
MFCD00012631
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24892386
NACRES:
NA.22

Product Name

L-Cysteine ethyl ester hydrochloride, 98%

Quality Level

200

assay

98%

form

powder

optical activity

[α]20/D −7.9°, c = 1 in 1 M HCl

optical purity

ee: 99% (GLC)

reaction suitability

reaction type: solution phase peptide synthesis

color

white

mp

123-125 °C (lit.)

application(s)

peptide synthesis

SMILES string

Cl[H].CCOC(=O)[C@@H](N)CS

InChI

1S/C5H11NO2S.ClH/c1-2-8-5(7)4(6)3-9;/h4,9H,2-3,6H2,1H3;1H/t4-;/m0./s1

InChI key

JFKJWWJOCJHMGV-WCCKRBBISA-N

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Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9855
BCCJ8383
BCCH8164
BCCD6171
BCCD2344

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Sigma-Aldrich

01423

N-Acetyl-D-penicillamine

Krum Kafedjiiski et al.
International journal of pharmaceutics, 343(1-2), 48-58 (2007-06-05)
It was the aim of this study to synthesize and characterize a novel hyaluronic acid-cysteine ethyl ester (HA-Cys) conjugate providing improved mucoadhesive properties and a significantly lowered biodegradation rate. Mediated by carbodiimide and N-hydroxysuccinimide, L-cysteine ethyl ester hydrochloride was covalently
Laura L Perissinotti et al.
Journal of the American Chemical Society, 127(2), 486-487 (2005-01-13)
We report an investigation of the reaction between (S)-nitroso-l-cysteine ethyl ester and l-cysteine ethyl ester as a model of physiologically relevant transnitrosation processes. Our theoretical and experimental evidence clearly supports the existence of a nitroxyl disulfide intermediate in solution.
Dimitrios Tsikas et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(28), 3442-3455 (2009-07-15)
S-Nitrosothiols from low-molecular-mass and high-molecular-mass thiols, including glutathione, albumin and hemoglobin, are endogenous potent vasodilators and inhibitors of platelet aggregation. By utilizing the S-transnitrosation reaction and by using the lipophilic (pK(L) 0.78) and strong nucleophilic synthetic thiol N-acetyl cysteine ethyl
Dimitrios Galanakis et al.
Bioorganic & medicinal chemistry letters, 14(14), 3639-3643 (2004-06-19)
The synthesis and pharmacological evaluation of a series of amide derivatives of NSAIDs with L-cysteine ethyl ester is described. The novel derivatives are potent antiinflammatory, antioxidant and hypocholesterolemic-hypolipidemic agents, while they demonstrate considerably reduced gastrointestinal toxicity. This molecular modification may
Seema A Kattaya et al.
Clinical orthopaedics and related research, 466(8), 1796-1803 (2008-05-20)
Gamma radiation is widely used to sterilize bone allografts but may impair their strength. While radioprotectant use may reduce radiation damage they may compromise sterility by protecting pathogens. We assessed the radioprotective potential of various agents (L-cysteine, N-acetyl-L-cysteine, L-cysteine-ethyl-ester and
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