L8543

DL-Lanthionine

≥98% (TLC)

• Synonym(s): DL-3,3′-Thiodialanine, S-(2-Amino-2-carboxyethyl)-DL-cysteine
• Empirical Formula (Hill Notation): C₆H₁₂N₂O₄S
• CAS Number: 3183-08-2
• Molecular Weight: 208.24
• UNSPSC Code: 12352209
• NACRES: NA.26
• EC Number: 221-676-5

Properties

• Product Name: DL-Lanthionine, ≥98% (TLC)
• Quality Segment: 200
• assay: ≥98% (TLC)
• form: powder
• color: white
• solubility: 1 M HCl: soluble
• application(s): detection
• SMILES string: S(CC(N)C(=O)O)CC(N)C(=O)O
• 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

Description

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves