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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
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
Human phenylalanine monooxygenase and thioether metabolism.
Boonyapiwat B, Panaretou B, et al.
J. Pharm. Pharm. Sci., 61, 63-67 (2009)
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)
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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