Formyl-l-lysine

Base Information

• Chemical Name: Formyl-l-lysine
• CAS No.: 19729-28-3
• Molecular Formula: C₇H₁₄N₂O₃
• Molecular Weight: 174.2
• DSSTox Substance ID: DTXSID101346973
• Nikkaji Number: J1.233.653E
• Mol file: 19729-28-3.mol

Synonyms:formyl-l-lysine;19729-28-3;For-L-Lys-OH;formyllysine;For-Lys-OH;N2-Formyl Lysine;SCHEMBL1168511;DTXSID101346973;MFCD08275785;AKOS006284754;(2S)-6-amino-2-formamidohexanoic acid

Chemical Property of Formyl-l-lysine

Chemical Property:

• XLogP3: -3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 174.10044231
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

97% ^*data from raw suppliers

For-L-Lys-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CCN)CC(C(=O)O)NC=O
• Isomeric SMILES: C(CCN)C[C@@H](C(=O)O)NC=O

Technology Process of Formyl-l-lysine

There total 5 articles about Formyl-l-lysine 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: 55.0%

Nα-formyl-NΕ-CBZ-L-lysine (53917-47-8) → Nα-formyl-L-lysine (19729-28-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 5h;

DOI:10.1021/ja9914240

Reference yield:

N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-formyl-L-lysine (19729-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / Ac₂O / H₂O / 4 h / 20 °C

2: 55 percent / H₂ / Pd/C / methanol / 5 h / 20 °C

With hydrogen; acetic anhydride; palladium on activated charcoal; In methanol; water; 1: Formylation / 2: Hydrogenolysis;

DOI:10.1021/ja9914240

Reference yield:

formic acid (64-18-6) + N6-[(benzyloxy)carbonyl]-L-lysine (1155-64-2,57705-97-2,67178-46-5,25931-47-9) → Nα-formyl-L-lysine (19729-28-3)

Guidance literature:

With acetic anhydride; und Hydrieren des Reaktionsprodukts an Palladium;

DOI:10.1021/ja01128a039

upstream raw materials:

formic acid

N₆-[(benzyloxy)carbonyl]-L-lysine

N^α-formyl-N^Ε-CBZ-L-lysine

L-lysine

Downstream raw materials:

biocytin

N^ε-(3,4,5-Trimethoxythiobenzoyl)lysine

fructoselysine

N_α-formyl-N_ε-(desoxy-1-D-fructosyl-1)-L-lysine

Refernces

• 1、 Cai, Hongliang,Guengerich, F. Peter. "Mechanism of aqueous decomposition of trichloroethylene oxide". . p. 11656 - 11663. Retrieved 1999.