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Key Documents

530190

Sigma-Aldrich

S-Phenyl-L-cysteine

97%

Synonym(s):

3-(Phenylthio)-L-Alanine, 4-Thia-L-homophenylalanine

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About This Item

Linear Formula:
C6H5SCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
197.25
Beilstein:
2268203
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D +10°, c = 1.5 in 1 M NaOH

reaction suitability

reaction type: solution phase peptide synthesis

mp

200 °C (dec.) (lit.)

application(s)

peptide synthesis

SMILES string

N[C@@H](CSc1ccccc1)C(O)=O

InChI

1S/C9H11NO2S/c10-8(9(11)12)6-13-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1

InChI key

XYUBQWNJDIAEES-QMMMGPOBSA-N

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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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W E Bechtold et al.
Journal of toxicology and environmental health, 40(2-3), 377-386 (1993-10-01)
Three biomarkers for benzene exposure were developed. The first biomarker, muconic acid in urine, results from the ring opening of a benzene metabolite. A gas chromatography/mass spectroscopy (GC/MS) assay was developed to measure urinary muconic acid, and the analyte in
Martijn Rooseboom et al.
Chemical research in toxicology, 15(12), 1610-1618 (2002-12-17)
Tellurium compounds are effective antioxidants and chemoprotectors, even more active than their selenium and sulfur analogues. In addition to these properties, some selenium compounds, such as selenocysteine Se-conjugates, possess significant chemopreventive and antitumor activities, and selenol metabolites are considered as
S M Rappaport et al.
Toxicology letters, 108(2-3), 117-126 (1999-10-08)
Cysteinyl adducts of hemoglobin (Hb) and albumin (Alb) formed via reactions with reactive species were measured in 48 subjects exposed to styrene (0.24-55.2 ppm) and to styrene-7,8-oxide (SO) (2.65-107 ppb) in a factory producing boats in the USA. Hb and
W E Bechtold et al.
Archives of toxicology, 66(5), 303-309 (1992-01-01)
Benzene is metabolized to intermediates that bind to hemoglobin, forming adducts. These hemoglobin adducts may be usable as biomarkers of exposure. In this paper, we describe the development of a gas chromatography/mass spectroscopy assay for quantitating the binding of the
W E Bechtold et al.
Carcinogenesis, 13(7), 1217-1220 (1992-07-01)
Results of experiments in our laboratory have shown that benzene is metabolized by animals in part to an intermediate that binds to cysteine groups in hemoglobin to form the adduct S-phenylcysteine (SPC). These results suggested that SPC in hemoglobin may

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