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L8543

DL-Lanthionine

≥98% (TLC)

Synonym(s):

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

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About This Item

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
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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

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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

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