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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:
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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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
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)
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
Tomoko Sumitomo et al.
Journal of medical microbiology, 61(Pt 1), 101-108 (2011-09-06)
Streptococcus pneumoniae is a major pathogen of respiratory infections that utilizes platelet-activating factor receptor (PAFR) for firm adherence to host cells. The mucolytic agent S-carboxymethylcysteine (S-CMC) has been shown to exert inhibitory effects against infection by several respiratory pathogens including
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