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Key Documents

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:
Molecular Weight:
185.67
Beilstein:
3562600
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Product Name

L-Cysteine ethyl ester hydrochloride, 98%

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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.
E C Curnow et al.
Reproduction, fertility, and development, 20(5), 579-588 (2008-06-26)
Glutathione (GSH) is the main non-enzymatic defence against oxidative stress and is a critical intracellular component required for oocyte maturation. In the present study, several modulators of intracellular GSH were assessed for their effect on the in vitro maturation (IVM)
A A Stark et al.
Mutation research, 224(1), 89-94 (1989-09-01)
The mutagenicity of thiol (SH)-containing compounds was tested in Salmonella typhimurium TA102 in the liquid preincubation method. Cysteinyl-glycine (CG), cysteine ethyl ester (CEE), L- and D-penicillamine (PA), cysteine (Cys) and glutathione (GSH) were mutagenic to strain TA102 without metabolic activation.

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