92122-45-7

Basic information

• Product Name: FMOC-D-Lys(BOC)-OH
• Synonyms: N-ALPHA-N-EPSILON-DI(9-FLUORENYLMETHOXYCARBONYL)-D-LYSINE;N-ALPHA-N-EPSILON-BIS(9-FLUORENYLMETHYLOXYCARBONYL)-D-LYSINE;N-ALPHA,EPSILON-BIS-BOC-FMOC-D-LYSINE;FMOC-D-LYSINE(FMOC)-OH;FMOC-D-LYS(FMOC)-OH;N-α-Fmoc-N-ε-Boc-D-lysine;nepsilon-(tert-butoxycarbonyl)-nalpha-[(9h-fluoren-9-ylmethoxy)carbonyl]-d-lysine;nepsilon-boc-nalpha-fmoc-d-lysine
• CAS NO: 92122-45-7
• Molecular Formula: C₂₆H₃₂N₂O₆
• Molecular Weight: 590.66
• EINECS: 276-256-4
• Product Categories: Amino Acids;Lysine [Lys, K];Fmoc-Amino Acids and Derivatives;Fmoc-Amino acid series
• Mol File: 92122-45-7.mol

Chemical Properties

• Melting Point: 135-139°C
• Boiling Point: 685.7 °C at 760 mmHg
• Flash Point: 368.5 °C
• Appearance: White crystalline powder
• Density: 1.21 g/cm³
• Vapor Pressure: 1.36E-29mmHg at 25°C
• Refractive Index: 2.2 ° (C=1, MeOH)
• Storage Temp.: 2-8°C
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMF (Sparingly)
• PKA: 3.88±0.21(Predicted)
• CAS DataBase Reference: FMOC-D-Lys(BOC)-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-Lys(BOC)-OH(92122-45-7)
• EPA Substance Registry System: FMOC-D-Lys(BOC)-OH(92122-45-7)

Safety Data

• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61-24/25
• WGK Germany: 3
• Hazardous Substances Data: 92122-45-7(Hazardous Substances Data)

Usage

Uses

Used in Peptide Synthesis:
Fmoc-D-Lys(Boc)-OH is used as a hetero-bifunctional traceless linker for the temporary attachment of highly solubilizing peptide sequences onto insoluble peptides. This allows for the efficient synthesis and purification of complex peptide structures, improving the overall yield and quality of the final product.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Fmoc-D-Lys(Boc)-OH is used as a key component in the development of novel drug candidates. Its ability to improve the solubility and stability of peptide-based drugs makes it a valuable tool in the design and synthesis of new therapeutic agents.
Used in Research and Development:
Fmoc-D-Lys(Boc)-OH is also utilized in research and development settings, where it aids scientists in studying the properties and interactions of various peptide sequences. This can lead to a better understanding of peptide-based drug mechanisms and the discovery of new therapeutic targets.

InChI:InChI=1/C36H34N2O6/c39-34(40)33(38-36(42)44-22-32-29-17-7-3-13-25(29)26-14-4-8-18-30(26)32)19-9-10-20-37-35(41)43-21-31-27-15-5-1-11-23(27)24-12-2-6-16-28(24)31/h1-8,11-18,31-33H,9-10,19-22H2,(H,37,41)(H,38,42)(H,39,40)/t33-/m1/s1

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 31202-69-4 N_ε-(tert-butoxycarbonyl)-D-lysine 
• 109-89-7 diethylamine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 133083-36-0 N^α-Fmoc-D-Lys(Boc)-OPfp 

Relevant articles and documents

Selective Targeting of the TPX2 Site of Importin-α Using Fragment-Based Ligand Design

Protein-protein interactions are difficult therapeutic targets, and inhibiting pathologically relevant interactions without disrupting other essential ones presents an additional challenge. Herein we report how this might be achieved for the potential ant

BENZYLIC COMPOUND

The present invention provides a protecting reagent that can be removed in a high yield even under acidic conditions and can afford a resulting product at a high purity in an organic synthesis reaction such as peptide synthesis and the like. The inventive protecting reagent is particular benzylic compound having only one hydroxyl group substituted by an organic group having an aliphatic hydrocarbon group having a carbon number of not less than 14.

Solution phase synthesis of β-peptides using micro reactors

The synthesis of β-peptides has been successfully performed using a borosilicate glass micro reactor, in which a network of channels has been produced using a photolithographic and wet etching method. The reagents were mobilised by electroosmotic flow (EOF). The micro reactor was initially evaluated using a carbodiimide coupling reaction to form a dipeptide. The methodology has been extended such that the peptides may also be produced via the pentafluorophenyl ester derivatives of amino acids. It was found that performing the pentafluorophenyl ester reactions in the micro reactor resulted in an increase in the reaction efficiency over the traditional batch method. We postulate that the enhancement in rate of reaction is an electrochemical phenomenon, due to the reaction being performed in an electric field, which is unique to micro reactor systems. It has also been demonstrated that selective deprotection of the resultant dipeptides can be achieved. This approach has been used in the synthesis of a tripeptide.