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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:
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%

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9855
BCCJ8383
BCCH8164
BCCD6171
BCCD2344

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Sigma-Aldrich

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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
Shih-Jei Tsai et al.
Journal of agricultural and food chemistry, 59(11), 6319-6326 (2011-05-10)
The neuroprotective effects of s-allyl cysteine, s-ethyl cysteine, and s-propyl cysteine in D-galactose (DG)-treated mice were examined. DG treatment increased the formation of Aβ(1-40) and Aβ(1-42), enhanced mRNA expression of β-amyloid precursor protein (APP) and β-site APP cleavage enzyme 1
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