L505
Lanthionine
96%
Synonym(s):
Bis(2-Amino-2-carboxyethyl) sulfide, Bis(2-amino-2-carboxyethyl) sulfide
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About This Item
Empirical Formula (Hill Notation):
C6H12N2O4S
CAS Number:
Molecular Weight:
208.24
UNSPSC Code:
12352103
PubChem Substance ID:
EC Number:
213-076-7
MDL number:
InChI key
DWPCPZJAHOETAG-UHFFFAOYSA-N
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)
SMILES string
NC(CSCC(N)C(O)=O)C(O)=O
assay
96%
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Yasushi Ogasawara et al.
Frontiers in microbiology, 9, 156-156 (2018-02-23)
D-Amino acid residues have been identified in peptides from a variety of eukaryotes and prokaryotes. In microorganisms, UDP-
Alessandra F Perna et al.
International journal of molecular sciences, 19(5) (2018-05-02)
The non-proteinogenic amino acid lanthionine is a byproduct of hydrogen sulfide biosynthesis: the third endogenous vasodilator gas, after nitric oxide and carbon monoxide. While hydrogen sulfide is decreased in uremic patients on hemodialysis, lanthionine is increased and has been proposed
Jeella Z Acedo et al.
Journal of the American Chemical Society, 141(42), 16790-16801 (2019-10-01)
Lanthipeptides represent a large class of cyclic natural products defined by the presence of lanthionine (Lan) and methyllanthionine (MeLan) cross-links. With the advances in DNA sequencing technologies and genome mining tools, new biosynthetic enzymes capable of installing unusual structural features
Begum Mothia et al.
Organic letters, 13(16), 4216-4219 (2011-07-20)
A methodology for the solid-phase synthesis of the overlapping lanthionine bridges found in many lantibiotics has been developed. A novel Teoc/TMSE-protected lanthionine derivative has been synthesized, and this lanthionine, and an Aloc/allyl-protected lanthionine derivative, have been incorporated into a linear
Bert Lagrain et al.
Journal of agricultural and food chemistry, 58(19), 10761-10767 (2010-09-15)
When gliadin, a mixture of wheat storage proteins containing only intramolecular disulfide (SS) bonds, is heated at high temperatures and preferably at alkaline pH, the SS bonds are cleaved by β-elimination reactions leading to decreased cystine levels and the generation
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