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C7757

Sigma-Aldrich

S-Carboxymethyl-L-cysteine

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About This Item

Empirical Formula (Hill Notation):
C5H9NO4S
CAS Number:
638-23-3
Molecular Weight:
179.19
Beilstein/REAXYS Number:
1725012
EC Number:
211-327-5
MDL number:
MFCD00002614
UNSPSC Code:
12352209
PubChem Substance ID:
24892985
NACRES:
NA.26

assay

>98% (TLC)

form

powder

technique(s)

cell culture | mammalian: suitable

color

white

mp

200 °C

storage temp.

2-8°C

SMILES string

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

InChI

1S/C5H9NO4S/c6-3(5(9)10)1-11-2-4(7)8/h3H,1-2,6H2,(H,7,8)(H,9,10)/t3-/m0/s1

InChI key

GBFLZEXEOZUWRN-VKHMYHEASA-N

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Biochem/physiol Actions

S-Carboxymethyl-L-cysteine is studied as a small molecule mucoactive drug in vivo. These studies include analyzing the oxidative metabolism of S-carboxymethyl-L-cysteine by enzymes such as phenylalanine monooxygenase(s).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Recombinant heteromeric phenylalanine monooxygenase and the oxygenation of carbon and sulfur substrates.
Boonyapiwat B, Mitchell SC, et al.
J. Pharm. Pharm. Sci., 63, 558-564 (2011)
Panayotis Panagopoulos et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 39(4), 219-223 (2009-12-29)
The aim of this study was to investigate the feasibility of employing S-carboxymethyl-L-cysteine as a treatment of chronic obstructive pulmonary disease in dogs. To this end the pharmacokinetic parameters of orally administered S-carboxymethyl-L-cysteine were determined in the dog, cow and
Human phenylalanine monooxygenase and thioether metabolism.
Boonyapiwat B, Panaretou B, et al.
J. Pharm. Pharm. Sci., 61, 63-67 (2009)
Marty K Soehnlen et al.
The Journal of antimicrobial chemotherapy, 66(3), 574-577 (2011-03-12)
To screen novel small molecule compounds for inhibition of Mycoplasma bovis growth and to characterize their activity in terms of dose-dependency and ability to function in milk. Using a tetrazolium salt cytotoxicity assay, 480 natural compounds were screened to determine
Matthew Thomas Hardison et al.
Frontiers in bioscience (Elite edition), 4, 2402-2409 (2012-06-02)
Several chronic lung diseases have been linked to cigarette smoking (Chronic Obstructive Pulmonary Disease (COPD), and cancer are associated with increased tobacco use). We recently described a collagen fragment, proline-glycine-proline (PGP), chemotactic for neutrophils, that appears to play a role
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Articles

L-Cysteine in Cell Culture

Importance and uses of cysteine in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures

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