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

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

Uses

Used in Pharmaceutical Research and Development:
FMOC-L-7-AZATRP is used as a building block in the synthesis of peptides and proteins for the development of bioactive molecules and pharmaceuticals. Its role in solid phase peptide synthesis is pivotal, providing a stable environment for the amino acid residue during the synthesis process.
Used in Organic Chemistry:
In the field of organic chemistry, FMOC-L-7-AZATRP is used as a protecting group for amino acid residues during peptide synthesis. This function is essential for preventing unwanted side reactions and ensuring the successful formation of the desired peptide or protein structure.
Used in Fluorescence-based Research:
FMOC-L-7-AZATRP is used as a fluorescent probe in the study and analysis of peptide and protein structures. Its fluorescent properties allow researchers to track and visualize these biomolecules, enhancing the understanding of their conformation, dynamics, and interactions.
Used in Drug Discovery:
FMOC-L-7-AZATRP is employed as a component in the design and synthesis of novel drug candidates. Its role in peptide and protein synthesis contributes to the discovery of new therapeutic agents with potential applications in various medical conditions.
Used in Biochemistry Education and Training:
In academic and research settings, FMOC-L-7-AZATRP serves as a valuable tool for teaching and training students and researchers in the principles and techniques of peptide synthesis, protein engineering, and related areas. Its applications in fluorescence-based research also provide opportunities for hands-on learning in advanced biochemical techniques.

Upstream product

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

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.

MACROCYCLIC INHIBITORS OF THE PD-1/PD-L1 AND CD80 (B7-1)/PD-LI PROTEIN/PROTEIN INTERACTIONS

The present disclosure provides novel macrocyclic peptides which inhibit the PD-1/PD-L1 and PD-L1/CD80 protein/protein interaction, and thus are useful for the amelioration of various diseases, including cancer and infectious diseases.