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:
Molecular Weight:
208.24
UNSPSC Code:
12352209
NACRES:
NA.26
EC Number:
221-676-5
Product Name
DL-Lanthionine, ≥98% (TLC)
Quality Level
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.
signalword
Warning
hcodes
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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Jun-ichi Nagao et al.
Current pharmaceutical biotechnology, 12(8), 1221-1230 (2011-04-08)
Lantibiotics are ribosomally synthesized, post-translationally modified, peptide antibiotics containing unusual amino acids such as dehydrated amino acids and lanthionine. These unusual amino acids impose conformational constraints on the peptide and contribute to the biological activity and high physicochemical stability of
Wolfgang M Müller et al.
Biochemistry, 50(39), 8362-8373 (2011-09-13)
Lantibiotics are peptide antibiotics, realizing their unique secondary structure by posttranslational modifications, the most important one being the formation of the characteristic amino acid lanthionine. Like other ribosomal peptide antibiotics, they are synthesized with an N-terminal leader peptide important for
Autocrine abscisic acid mediates the UV-B-induced inflammatory response in human granulocytes and keratinocytes.
Bruzzone S, Basile G, Mannino E, et al.
Journal of Cellular Physiology, 227(6), 2502-2510 (2011)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| L8543-25MG | 04061832726267 |
| L8543-10MG | 04061832726250 |