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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

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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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
P J Sausen et al.
The Journal of biological chemistry, 265(11), 6139-6145 (1990-04-15)
Cysteine conjugate S-oxidase activity, with S-benzyl-L-cysteine as substrate, was found mostly in the microsomal fractions of rat liver and kidney. In the presence of oxygen and NADPH, S-benzyl-L-cysteine is converted to S-benzyl-L-cysteine sulfoxide; no S-benzyl-L-cysteine sulfone was detected. The Vmax
R S Phillips et al.
The Journal of biological chemistry, 266(28), 18642-18648 (1991-10-05)
Lysine 269 in Escherichia coli tryptophan indole-lyase (tryptophanase) has been changed to arginine by site-directed mutagenesis. The resultant K269R mutant enzyme exhibits kcat values about 10% those of the wild-type enzyme with S-(o-nitrophenyl)-L-cysteine, L-tryptophan, and S-benzyl-L-cysteine, while kcat/Km values are
M Rooseboom et al.
Chemical research in toxicology, 14(1), 127-134 (2001-02-15)
Previously, it was shown that beta-elimination of selenocysteine Se-conjugates by rat renal cytosol leading to pyruvate formation was not solely catalyzed by pyridoxal phosphate-dependent enzymes. It was hypothesized that selenoxidation of the selenocysteine Se-conjugates, followed by syn-elimination, may be an
S Mukherjee et al.
Nuclear medicine and biology, 20(4), 413-426 (1993-05-01)
To explore the possibility of utilizing cysteine derivatives for technetium-99m radiopharmaceutical preparation with clinical potential, we synthesized two benzyl substituted cysteine compounds, namely, S-benzyl cysteine 1 and cysteine benzyl ester 3. It was expected, from our previous studies on benzoyl

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