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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%

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

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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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
Yinan Ma et al.
Macromolecular bioscience, 16(1), 151-159 (2015-09-22)
Oligomerization of thiol-unprotected L-cysteine ethyl ester (Cys-OEt) catalyzed by proteinase K in aqueous solution has been used to synthesize oligo(L-cysteine) (OligoCys) with a well-defined chemical structure and relatively large degree of polymerization (DP) up to 16-17 (average 8.8). By using
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.
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)
Paul R Borghesani et al.
Journal of the American Geriatrics Society, 58(8), 1453-1458 (2010-07-31)
To determine how often neuroimaging confirms, clarifies, or contradicts initial diagnoses of late-life cognitive disorders. Retrospective case review. Outpatient clinic specializing in memory disorders. One hundred ninety-three consecutively referred cognitively impaired patients. Diagnoses using research criteria were developed for each

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