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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:
Molecular Weight:
179.19
Beilstein/REAXYS Number:
1725012
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
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


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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)
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)
Steve C Mitchell et al.
Drug metabolism reviews, 44(2), 129-147 (2012-04-14)
S-carboxymethyl-L-cysteine, the side-chain carboxymethyl derivative of the sulfur-containing amino acid, cysteine, has been known and available for almost 80 years. During this time, it has been put to a variety of uses, but it is within the field of respiratory

Articles

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

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