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
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product name
DL-Lanthionine, ≥98% (TLC)
Assay
≥98% (TLC)
form
powder
color
white
solubility
1 M HCl: soluble
application(s)
detection
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
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)
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Ayşe Ökesli et al.
Journal of the American Chemical Society, 133(34), 13753-13760 (2011-07-21)
Lantibiotics are ribosomally synthesized and post-translationally modified antimicrobial peptides that are characterized by the thioether cross-linked amino acids lanthionine (Lan) and methyllanthionine (MeLan). Cinnamycin is a 19 amino acid lantibiotic that contains one Lan and two MeLan. Cinnamycin also contains
Antonino Mavaro et al.
The Journal of biological chemistry, 286(35), 30552-30560 (2011-07-16)
Nisin is a posttranslationally modified antimicrobial peptide containing the cyclic thioether amino acids lanthionine and methyllanthionine. Although much is known about its antimicrobial activity and mode of action, knowledge about the nisin modification process is still rather limited. The dehydratase
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Bruzzone S, Basile G, Mannino E, et al.
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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
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
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