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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

Certificates of Analysis (COA)

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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
A A Melikian et al.
Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology, 1(4), 307-313 (1992-05-01)
The present study was aimed at the characterization of the major adducts formed by reaction of the metabolites of [14C]benzene with rat hemoglobin in vivo. Groups of 12-week-old male Fisher rats received i.p. injections of a single dose of 10
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
W E Bechtold et al.
Environmental health perspectives, 104 Suppl 6, 1147-1149 (1996-12-01)
Biological markers of internal dose are useful for improving the extrapolation of health effects from exposures to high levels of toxic air pollutants in animals to low, ambient exposures in humans. Previous results from our laboratory have shown that benzene
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

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