112883-43-9

Basic information

• Product Name: FMOC-2-NAL-OH
• Synonyms: N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-3-(2-NAPHTHYL)-L-ALANINE;N-(9-FLUORENYLMETHOXYCARBONYL)-2-NAPHTHYL-L-ALANINE;N-ALPHA-FMOC-BETA-(2-NAPHTHYL)-L-ALANINE;FMOC-3-(2-NAPHTHYL)-L-ALANINE 99%;N-alpha-9-Fluorenylmethoxycarbonyl-3-(2-naphthyl)-D;3-Naphth-2-yl-L-alanine, N-FMOC protected;(S)-N-Fmoc-3-(2-naphthyl)alanine;FMOC-3 (2 NAPHTHYL)-L ALANINE FMOC-2-NAL-OH
• CAS NO: 112883-43-9
• Molecular Formula: C28H23NO4
• Molecular Weight: 437.49
• Product Categories: Amino Acids Derivatives;Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Alanine [Ala, A];Unusual Amino Acids;Fmoc-Amino acid series;a-amino
• Mol File: 112883-43-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: 155 °C
• Boiling Point: 549.64°C (rough estimate)
• Flash Point: 371.6 °C
• Appearance: white to slightly yellow powder
• Density: 1.2227 (rough estimate)
• Vapor Pressure: 4.95E-20mmHg at 25°C
• Refractive Index: 1.6290 (estimate)
• Storage Temp.: 2-8°C
• Solubility: DMF (Sparingly), DMSO (Slightly), Methanol (Slightly)
• PKA: 3.77±0.30(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: FMOC-2-NAL-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-2-NAL-OH(112883-43-9)
• EPA Substance Registry System: FMOC-2-NAL-OH(112883-43-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 112883-43-9(Hazardous Substances Data)

Usage

Description

FMOC-2-NAL-OH, also known as (S)-N-Fmoc-3-(2-naphthyl) alanine, is an Fmoc protected form of alanine, an essential amino acid. FMOC-2-NAL-OH is characterized by its white to slightly yellow powder appearance and high fluorescent activity, making it suitable for analysis by HPLC. FMOC-2-NAL-OH is particularly useful in the field of organic chemical synthesis, particularly in solid phase peptide synthesis, where the Fmoc group can be easily removed with a piperidine solution without disturbing the acid labile linker between the peptide and the resin.

Uses

Used in Organic Chemical Synthesis:
FMOC-2-NAL-OH is used as an organic chemical synthesis intermediate for the production of various peptides and other related compounds. Its Fmoc protection allows for efficient and selective synthesis of peptides, making it a valuable tool in the development of new pharmaceuticals and bioactive molecules.
Used in Solid Phase Peptide Synthesis:
In the field of solid phase peptide synthesis, FMOC-2-NAL-OH is used as a protected amino acid building block. The Fmoc group can be easily removed, allowing for the stepwise assembly of peptides on an insoluble resin support. This method is widely used in the production of peptides for research and therapeutic applications.
Used in Antimicrobial Applications:
Studies have shown that FMOC-2-NAL-OH and related peptides have an inhibitory effect on Staphylococcus virulence, making them potential candidates for the development of new antimicrobial agents. This application could be particularly useful in the fight against antibiotic-resistant bacterial strains.
Used in Analytical Chemistry:
Due to its high fluorescent activity, FMOC-2-NAL-OH is also used in analytical chemistry for the detection and quantification of various compounds. Its fluorescence properties make it an ideal tool for high-performance liquid chromatography (HPLC) and other analytical techniques.

References

https://www.alfa.com/en/fmoc-protected-compounds/?page=2 http://a2.rqiao.net/patents/US20030050248

InChI:InChI=1/C28H23NO4/c30-27(31)26(16-18-13-14-19-7-1-2-8-20(19)15-18)29-28(32)33-17-25-23-11-5-3-9-21(23)22-10-4-6-12-24(22)25/h1-15,25-26H,16-17H2,(H,29,32)(H,30,31)/p-1/t26-/m0/s1