737007-45-3

Basic information

• Product Name: FMOC-L-7-AZATRP
• Synonyms: FMOC-L-7-AZATRP;FMOC-L-7-AZATRYPTOPHAN;(S)-2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)propanoic acid;(alphaS)-alpha-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-1H-Pyrrolo[2,3-b]pyridine-3-propanoic acid;N-[(9H-Fluoren-9-ylMethoxy)carbonyl]-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-L-alanine;(S)-2-(FMOC-AMINO)-3-(1H-PYRROLO[2,3-B]PYRIDIN-3-YL)PROPANOIC ACID;Fmoc-7-aza-L-tryptophan;-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)
• CAS NO: 737007-45-3
• Molecular Formula: C25H21N3O4
• Molecular Weight: 427.45
• Mol File: 737007-45-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.382
• Storage Temp.: 2-8°C
• PKA: 3.50±0.10(Predicted)
• CAS DataBase Reference: FMOC-L-7-AZATRP(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-L-7-AZATRP(737007-45-3)
• EPA Substance Registry System: FMOC-L-7-AZATRP(737007-45-3)

Safety Data

• Hazardous Substances Data: 737007-45-3(Hazardous Substances Data)

Usage

General Description

FMOC-L-7-AZATRP is a chemical compound used in the field of organic chemistry, specifically in the synthesis of peptides and proteins. It is often used as a building block in solid phase peptide synthesis, where it serves as a protecting group for the amino acid residue. The compound features an FMOC (9-fluorenylmethyloxycarbonyl) protecting group linked to an L-7-azatryptophan residue, which provides stability during the synthesis process. Additionally, FMOC-L-7-AZATRP is known for its fluorescent properties, making it useful in the study and analysis of peptide and protein structures. Overall, this compound plays an important role in the development and research of bioactive molecules and pharmaceuticals.

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 7303-50-6 7-azatryptophan 
• 211179-97-4 diethyl 2-((1H-pyrrolo[2,3-b]pyridin-3-yl)methyl)-2-acetamidomalonate 
• 5654-92-2 7-azagramine 

Relevant articles and documents

Asymmetric Synthesis of N-Fmoc-(S)-7-aza-tryptophan via Alkylation of Chiral Nucleophilic Glycine Equivalent

Ni(II)-complexes, derived from glycine Schiff bases with chiral tridentate ligands, have been used as powerful tools for the synthesis of structurally diverse tailor-made amino acids. In this manuscript, asymmetric alkylation reaction between chiral nucleophilic glycine derived Ni-complex and 3-(chloromethyl)-1H-pyrrolo[2,3-b]pyridine has been developed under convenient conditions, which affords the corresponding alkylated Ni-complex in 74 % yield and excellent diastereoselectivity (only one isomer). This reaction features convenient conditions and completely controlled diastereoselectivity, which provides a highly valuable approach for asymmetric synthesis of 7-aza-tryptophan.