beta,beta'-Thiodi-L-alanine

Base Information

• Chemical Name: beta,beta'-Thiodi-L-alanine
• CAS No.: 3183-08-2
• Molecular Formula: C6H12 N2 O4 S
• Molecular Weight: 208.238
• Hs Code.: 2930909090
• Mol file: 3183-08-2.mol

Synonyms:beta,beta'-Thiodi-L-alanine;L-lanthionine zwitterion;3,3'-thiodi-L-alanine;L-lanthionine dizwitterion;CHEBI:178193;3,3'-thiodi-L-alanine dizwitterion;3,3'-thiobis-L-alanine dizwitterion;beta,beta'-thiodi-L-alanine dizwitterion;S-(2-amino-2-carboxyethyl)-, (R)-L-cysteine;(2R,2'R)-3,3'-sulfanediylbis(2-azaniumylpropanoate)

Chemical Property of beta,beta'-Thiodi-L-alanine

Chemical Property:

• Vapor Pressure: 2.69E-09mmHg at 25°C
• Boiling Point: 462.6°Cat760mmHg
• PKA: 1.75±0.10(Predicted)
• Flash Point: 233.5°C
• PSA: 151.94000
• Density: 1.499g/cm³
• LogP: -0.05600
• XLogP3: -5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 208.05177804
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

DL-Lanthionine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C(=O)[O-])[NH3+])SCC(C(=O)[O-])[NH3+]
• Isomeric SMILES: C([C@@H](C(=O)[O-])[NH3+])SC[C@@H](C(=O)[O-])[NH3+]
• Uses: DL-Lanthionine is a thioether-amino acid which when present in peptides results in antimicrobial activity. Peptides with this amino acid within it become part of a group named lantibiotics.

Technology Process of beta,beta'-Thiodi-L-alanine

There total 4 articles about beta,beta'-Thiodi-L-alanine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 24.2%

D-cysteine (921-01-7) + (2R)-2-aziridinecarboxylic acid (76314-35-7) → (2S)-2-amino-3-<(2-amino-1-carboxyethyl)-thio>propanoic acid (114502-00-0) + lanthionine (922-55-4,922-56-5,3183-08-2,5965-92-4,496-98-0)

Guidance literature:

With phosphate buffer; at 37 ℃; for 20h; pH 8.0;

DOI:10.1016/S0040-4020(01)81670-7

Reference yield:

→ meso-lanthionine (922-56-5,496-98-0) + racem.-bis-(2-amino-2-carboxy-ethyl)-sulfide (3183-08-2,496-98-0)

Guidance literature:

With 1,4-dioxane; hydrogenchloride; at 140 ℃;

Reference yield:

→ meso-lanthionine (922-56-5,496-98-0) + racem.-bis-(2-amino-2-carboxy-ethyl)-sulfide (3183-08-2,496-98-0)

Guidance literature:

With sodium carbonate; aus menschlichem Haar, dann Hydrolyse mit wss.HCl;

upstream raw materials:

D-cysteine

(2S)-2-aziridinecarboxylic acid

(2R)-2-aziridinecarboxylic acid

Refernces