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Lanthionine

CAT: 0931-T24387-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0931-T24387-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
922-55-4
Target
Endogenous Metabolite, Amino Acids and Derivatives
Related Pathways
Metabolism
Purity
0.9991
Bioactivity
Lanthionine is a naturally occurring non-protein amino acid formed by the cross-linking of two alanine residues via a thioether bond at the β-carbon atom. It constitutes the key component of the cyclic peptide antibiotic lantibiotic. Lanthionine exhibits inhibitory activity against diaminopimelate (DAP) epimerase, with a Ki value of 420 μM.
Smiles
[C@@H](C(O)=O)(CSC[C@@H](C(O)=O)N)N
Molecular Formula
C6H12N2O4S
Molecular Weight
208.24
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

L-Lanthionine

L-lanthionine is the L-enantiomer of lanthionine. It is a lanthionine, a non-proteinogenic L-alpha-amino acid and a L-alanine derivative. It is a tautomer of a L-lanthionine dizwitterion.

CAS Number922-55-4
PubChem CID98504
IUPAC Name(2R)-2-amino-3-[(2R)-2-amino-2-carboxyethyl]sulfanylpropanoic acid
Molecular FormulaC6H12N2O4S
Molecular Weight208.24
XLogP-6.3
Topological Polar Surface Area152
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Heavy Atom Count13
Formal Charge0
Complexity179
SMILES
C([C@@H](C(=O)O)N)SC[C@@H](C(=O)O)N
InChI
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)/t3-,4-/m0/s1
InChIKey
DWPCPZJAHOETAG-IMJSIDKUSA-N
Chemical Structure
2D Structure
2D structure of L-Lanthionine
CAS: 922-55-4
CID: 98504
Formula: C6H12N2O4S
MW: 208.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight208.24
XLogP3-6.3
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count6
Exact Mass208.05177804
Monoisotopic Mass208.05177804
Topological Polar Surface Area152 Ų
Heavy Atom Count13
Formal Charge0
Complexity179
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CRB1001703-011D,6L-Lanthionine vasopressin
AR-L01180-01Lanthionine-13C3-15N Ketimine
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