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DL-Lanthionine

SIGMA/L8543 - ≥98% (TLC)

Synonym: DL-3,3′-Thiodialanine; S-(2-Amino-2-carboxyethyl)-DL-cysteine

CAS Number: 3183-08-2
Empirical Formula (Hill Notation): C6H12N2O4S
Molecular Weight: 208.24
EC Number: 221-676-5
Linear Formula: C6H12N2O4S
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-L8543-10MG 10 mg
 $206.00
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45-L8543-25MG 25 mg
 $382.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: L8543-10MG.
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: L8543-25MG

 

application(s) detection
assay ≥98% (TLC)
color white
form powder
InChI 1S/C6H12N2O4S/c7-3(5(9)10)1-13-2-4(8)6(11)12/h3-4H,1-2,7-8H2,(H,9,10)(H,11,12)
InChI key DWPCPZJAHOETAG-UHFFFAOYSA-N
Quality Level 200 
SMILES string S(CC(N)C(=O)O)CC(N)C(=O)O
solubility 1 M HCl: soluble
Application:

  • Synthesis of the lantibiotic lactocin S using peptide cyclizations on solid phase.: This research highlights innovative methods for synthesizing peptide-based antibiotics like lactocin S, utilizing dl-lanthionine to form crucial thioether crosslinks that enhance the activity and stability of these peptides (Ross et al., 2010 ).

  • Cystathionine gamma-lyase of Streptomyces phaeochromogenes.: This research documents the isolation and characterization of an enzyme that processes cystathionine, which involves dl-lanthionine as a structural analog, revealing its role in bacterial physiology and potential applications in biotechnology (Nagasawa et al., 1984 ).

  • The availability of dl-lanthionine for the promotion of growth in young rats when added to a cystine- and methionine-deficient diet.: This historical study explores the nutritional value of dl-lanthionine, investigating its ability to substitute for essential amino acids in growth diets, which helps in understanding its potential use in nutritional supplements (Jones et al., 1948 ).
Biochem/physiol Actions: Lanthionine is a non-typical amino acid and a monosulfide analog of cystine. Lanthionines are constituents of a group of peptide antibiotics called lantiobiotics, which include nisin and subtilin.
Packaging: 10 mg in glass bottle
Packaging: 25 mg in poly bottle
Purity ≥98% (TLC)
UNSPSC 12352209

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