175453-07-3

Basic information

• Product Name: (S)-N-Fmoc-(3-Pyridyl)alanine
• Synonyms: (S)-2-(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-3-PYRIDIN-3-YL-PROPIONIC ACID;(S)-N-FMOC-(3-PYRIDYL)ALANINE;RARECHEM AK ML 0095;N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-3-(3-PYRIDYL)-L-ALANINE;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-3-(3-PYRIDYL)-L-ALANINE;N-(9-FLUORENYLMETHOXYCARBONYL)-3-PYRIDYL-L-ALANINE;N-ALPHA-FMOC-BETA-(3-PYRIDYL)-L-ALANINE;FMOC-(S)-2-AMINO-3-(3'-PYRIDYL)PROPANOIC ACID
• CAS NO: 175453-07-3
• Molecular Formula: C23H20N2O4
• Molecular Weight: 388.42
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;Unusual Amino Acids;a-amino
• Mol File: 175453-07-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 155.3 °C
• Boiling Point: 514.13°C (rough estimate)
• Flash Point: 344.3 °C
• Appearance: white to off-white crystalline powder
• Density: 1.2692 (rough estimate)
• Vapor Pressure: 1.5E-17mmHg at 25°C
• Refractive Index: 1.6300 (estimate)
• Storage Temp.: 2-8°C
• PKA: 3.32±0.10(Predicted)
• BRN: 9154190
• CAS DataBase Reference: (S)-N-Fmoc-(3-Pyridyl)alanine(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-N-Fmoc-(3-Pyridyl)alanine(175453-07-3)
• EPA Substance Registry System: (S)-N-Fmoc-(3-Pyridyl)alanine(175453-07-3)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 175453-07-3(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystalline powder

Uses

Fmoc-l-3-pyridylalanine, is an Alanine derivative used in chemical synthesis, and peptide chemistry.

InChI:InChI=1/C23H20N2O4/c26-22(27)21(12-15-6-5-11-24-13-15)25-23(28)29-14-20-18-9-3-1-7-16(18)17-8-2-4-10-19(17)20/h1-11,13,20-21H,12,14H2,(H,25,28)(H,26,27)/t21-/m0/s1

Upstream product

• 17470-24-5 2-amino-3-(pyridin-3-yl)propanoic acid 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 170092-30-5 N-acetyl-(β-3-pyridyl)-DL-alanine 
• 102913-22-4 (4Z)-2-methyl-4((pyridin-3-yl)methylene)oxazol-5(4H)-one 
• 500-22-1 3-pyridinecarboxaldehyde 
• 746672-88-8 C₂₃H₂₀N₂O₄ 
• 1397697-66-3 N-fluorenylmethyloxycarbonyl-3-pyridylalanine-methyl ester 

Downstream Products

• 934016-19-0 (4S)‐N‐(4‐((2S,5S,8R,11R)‐2‐(((R)‐1‐(((S)‐1‐(((S)‐1‐((S)‐2‐(((R)‐1‐amino‐1‐oxopropan‐2‐yl)carbamoyl)pyrrolidin‐1‐yl)‐6‐(isopropylamino)‐1‐oxohexan‐2‐yl)amino)‐4‐methyl‐1‐oxopentan‐2‐yl)amino)‐1‐oxo‐3‐(4‐ureidophenyl)propan‐2‐yl)carbamoyl)‐11‐(4‐chlorobenzyl)‐5‐(hydroxymethyl)‐14‐((naphthalen‐2‐yl)methyl)‐4,7,10,13,16‐pentaoxo‐8‐(pyridin‐3‐ylmethyl)‐3,6,9,12,15‐pentaazaheptadecyl)phenyl)‐2,6‐dioxohexahydropyrimidine‐4‐carboxamide acetate 
• 1610523-73-3 HO-Leu-N-Me-Val-D-Leu-D-3-(3-pyridyl)Ala-3,3-diphenyl-D-Ala-NH₂ 
• 923972-28-5 (S)-2-((S)-2-(3-(3,4-dichlorobenzyl)ureido)-3-(pyridin-3-yl)propanamido)-3-methylbutanoic acid 
• 923972-32-1 (S)-2-((S)-2-(3-((R)-1-(4-bromophenyl)ethyl)ureido)-3-(pyridin-3-yl)propanamido)-3-methylbutanoic acid 

Relevant articles and documents

Chemoenzymatic routes to enantiomerically pure 2-azatyrosine and 2-, 3- and 4-pyridylalanine derivatives

Enantiomerically pure 2-, 3- or 4-pyridylalanine (pya) and 2-azatyrosine (azatyr) are known to present various biological activities. After incorporation into appropriate peptide sequences, these heterocyclic non natural α-amino acids could behave as new substrates or inhibitors of elastase from Pseudomonas aeruginosa. This enzyme is known to be involved in nosocomial infections and infections related to the cystic fibrosis disease. New efficient chemoenzymatic preparations of those compounds using α-chymotrypsin (α-CT) are presented. Springer-Verlag 2011.