2-Amino-6-formamidohexanoic acid

Base Information

• Chemical Name: 2-Amino-6-formamidohexanoic acid
• CAS No.: 1190-48-3
• Molecular Formula: C7H14N2O3
• Molecular Weight: 174.2
• Hs Code.: 2924199090
• NSC Number: 334317
• Mol file: 1190-48-3.mol

Synonyms:2-amino-6-formamidohexanoic acid;NSC334317;N-?-formyl-l-lysine;N- epsilon -formyl-l-lysine;SCHEMBL9667036;2-amino-6-ormamidohexanoic acid;CHEBI:182422;NSC-334317;FT-0633440;J-004061

Chemical Property of 2-Amino-6-formamidohexanoic acid

Chemical Property:

• Vapor Pressure: 6.46E-09mmHg at 25°C
• Refractive Index: 3 ° (C=0.9, H2O)
• Boiling Point: 438.5 °C at 760 mmHg
• Flash Point: 219 °C
• PSA: 92.42000
• Density: 1.169 g/cm³
• LogP: 1.04170
• XLogP3: -2.8
• 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:

98% ^*data from raw suppliers

N-Epsilon-formyl-L-lysine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCNC=O)CC(C(=O)O)N
• Uses: N-Epsilon-formyl-L-lysine is pyrrolysine analogs used as substrates for pyrrolysyl-tRNA synthetase also, used in preparation of derivatives of the Triterpene enfumafungin for therapeutic use as antifungal agents and (1,3)-β-D-Glucan synthase inhibitors.

Technology Process of 2-Amino-6-formamidohexanoic acid

There total 10 articles about 2-Amino-6-formamidohexanoic acid 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: 85.0%

L-lysine (56-87-1,3506-25-0) + N-(Diethylcarbamoyl)-N-methoxyformamide (146039-03-4) → Nε-formyl-(2S)-lysine (1190-48-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 2h; Ambient temperature;

DOI:10.1055/s-1992-26298

Reference yield:

Boc-Lys-OH (13734-28-6) + 1-deoxy-2,3-D-erythro-hexo-2,3-diulose → H-Lys(acetyl)-OH (692-04-6) + Nε-lactoyl lysine (1227379-69-2) + Nε-glycerinyl lysine (1227379-72-7) + Nε-formyl-(2S)-lysine (1190-48-3)

Guidance literature:

Boc-Lys-OH; 1-deoxy-2,3-D-erythro-hexo-2,3-diulose; at 37 ℃; for 168h; pH=7.4; aq. phosphate buffer;

With hydrogenchloride; water; at 20 ℃; for 0.5h;

DOI:10.1021/jf100334r

Reference yield:

Trichloroethylene (79-01-6) + bovine serum albumin → Nε-formyl-(2S)-lysine (1190-48-3) + Nε-(Dichloroacetyl)-L-lysine (92145-83-0)

Guidance literature:

Trichloroethylene; bovine serum albumin; With α-D-glucose 6-phosphate; phenobarbital induced rat liver microsomes; nicotinamide adenine dinucleotide phosphate; yeast glucose-6-phosphate dehydrogenase; In phosphate buffer; at 37 ℃; for 0.5h; pH=7.4;

With potassium MOPS buffer; proteinase K; at 37 ℃; for 14h; pH=7.5; Title compound not separated from byproducts;

DOI:10.1021/tx000003p

upstream raw materials:

For-DL-Lys(-For)-OH

L-lysine

formic acid ethyl ester

N-(Diethylcarbamoyl)-N-methoxyformamide

Downstream raw materials:

Z-Lys(CHO)-Lys(CHO)-OMe

Z-Lys(CHO)-Lys(CHO)

Z-Lys(CHO)-Lys(CHO)-NH₂

Nε-Formyl-Nα-benzyloxycarbonyl-L-lysin-amid

Refernces

• 1、 Soejima,Akagi,Izumiya. "Molecular rotations of N(α)-acyl-L-lysines at various pH values". . p. 2618 - 2620. Retrieved 1994.
• 2、 Cai, Hongliang,Guengerich, F. Peter. "Acylation of protein lysines by trichloroethylene oxide". . p. 327 - 335. Retrieved 2007/10/03.