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A2636

Sigma-Aldrich

S-(2-Aminoethyl)-L-cysteine hydrochloride

≥98% (TLC)

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Synonym(s):
L-4-Thialysine hydrochloride
Empirical Formula (Hill Notation):
C5H12N2O2S · HCl
CAS Number:
Molecular Weight:
200.69
Beilstein:
3697262
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.26

Quality Level

Assay

≥98% (TLC)

form

powder

color

white to off-white

storage temp.

2-8°C

SMILES string

Cl.NCCSC[C@H](N)C(O)=O

InChI

1S/C5H12N2O2S.ClH/c6-1-2-10-3-4(7)5(8)9;/h4H,1-3,6-7H2,(H,8,9);1H/t4-;/m0./s1

InChI key

CVHKULVNPGAEQM-WCCKRBBISA-N

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Biochem/physiol Actions

S-(2-Aminoethyl)-L-cysteine (AEC) hydrochloride is used as a lysine analogue for comparative analysis with other lysine analogues. S-(2-Aminoethyl)-L-cysteine is an alternative substrate useful for characterizing lysine cyclodeaminase from Streptomyces pristinaespiralis. AEC may be used as a non-antibiotic selection agent for genetically engineered soybeans expressing a lysine insensitive DHPS gene. AEC is being studied as an amino acid antibiotic.

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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Yuko Kanemaru et al.
Journal of bacteriology, 195(17), 3845-3853 (2013-06-25)
Thermus thermophilus exhibits hypersensitivity to a lysine analog, (S)-2-aminoethyl-cysteine (AEC). Cosmid libraries were constructed using genomes from two AEC-resistant mutants, AT10 and AT14, and the cosmids that conferred AEC resistance on the wild-type strain were isolated. When the cosmid library
Anne Daly et al.
Nutrients, 12(8) (2020-08-23)
In Phenylketonuria (PKU), the peptide structure of the protein substitute (PS), casein glycomacropeptide (CGMP), is supplemented with amino acids (CGMP-AA). CGMP may slow the rate of amino acid (AA) absorption compared with traditional phenylalanine-free amino acids (Phe-free AA), which may
Ayako Yoshida et al.
Journal of molecular biology, 368(2), 521-536 (2007-03-14)
Aspartate kinase (AK) catalyzes the first step of the biosynthesis of the aspartic acid family amino acids, and is regulated via feedback inhibition by end-products including Thr and Lys. To elucidate the mechanism of this inhibition, we determined the crystal
Sandro F Ataide et al.
ACS chemical biology, 2(12), 819-827 (2007-12-25)
Structural and functional diversity among the aminoacyl-tRNA synthetases prevent infiltration of the genetic code by noncognate amino acids. To explore whether these same features distinguish the synthetases as potential sources of resistance against antibiotic amino acid analogues, we investigated bacterial
Dasantila Golemi-Kotra et al.
The Journal of biological chemistry, 279(33), 34665-34673 (2004-05-21)
Beta-lactamases and penicillin-binding proteins are bacterial enzymes involved in antibiotic resistance to beta-lactam antibiotics and biosynthetic assembly of cell wall, respectively. Members of these large families of enzymes all experience acylation by their respective substrates at an active site serine

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