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Key Documents

B19800

Sigma-Aldrich

S-Benzyl-L-cysteine

97%

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About This Item

Linear Formula:
C6H5CH2SCH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
211.28
Beilstein:
1879358
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

powder

optical activity

[α]20/D +23°, c = 2 in 1 M NaOH

reaction suitability

reaction type: solution phase peptide synthesis

color

white to off-white

mp

214 °C (dec.) (lit.)

application(s)

detection
peptide synthesis

SMILES string

N[C@@H](CSCc1ccccc1)C(O)=O

InChI

1S/C10H13NO2S/c11-9(10(12)13)7-14-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m0/s1

InChI key

GHBAYRBVXCRIHT-VIFPVBQESA-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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Body odour is a characteristic trait of Homo sapiens, however its role in human behaviour and evolution is poorly understood. Remarkably, body odour is linked to the presence of a few species of commensal microbes. Herein we discover a bacterial
M Inoue et al.
Biochemical pharmacology, 36(13), 2145-2150 (1987-07-01)
Biosynthesis of N-acetylcysteine S-conjugates of toxic electrophiles, mercapturic acids, occurs via inter-organ metabolism and transport in which liver, small intestine and kidney play an important role. Since a mercapturic acid is a hydrophobic organic anion and strongly binds to plasma
B E Hall et al.
Xenobiotica; the fate of foreign compounds in biological systems, 16(7), 609-614 (1986-07-01)
Benzylmercapturic acid is a major metabolite of [methylene-14C]benzyl chloride in the marmoset, as in the rat. The excretion of the minor metabolites benzylmercapturic acid sulphoxide and benzylcysteine accounted for a greater proportion of the dose than in the rat. Excretion
Mercapturic acid formation in cultured opossum kidney cells.
N Golenhofen et al.
Toxicology letters, 53(1-2), 261-261 (1990-09-01)
A E Pegg et al.
Biochemistry, 32(45), 11998-12006 (1993-11-16)
Human O6-alkylguanine-DNA alkyltransferase was rapidly inactivated by low concentrations of O6-benzylguanine, but the alkyltransferase from the Escherichia coli ogt gene was much less sensitive and alkyltransferases from the E. coli ada gene or from yeast were not affected. O6-Benzyl-2'-deoxyguanosine was

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