1334509-86-2

Basic information

• Product Name: (S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid
• Synonyms: (S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-methyl-L-tryptophan;(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(1-methyl-1H-indol-3-yl)-propionic acid;Fmoc-L-Trp(Me)-OH;Nα-Fmoc-Nin-methyl-L-tryptophan≥ 98% (HPLC);N-Fmoc-1-methyl-L-tryptophan
• CAS NO: 1334509-86-2
• Molecular Formula: C27H24N2O4
• Molecular Weight: 440.49046
• Mol File: 1334509-86-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 699.7±55.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.78±0.10(Predicted)
• CAS DataBase Reference: (S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid(1334509-86-2)
• EPA Substance Registry System: (S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid(1334509-86-2)

Safety Data

• Hazardous Substances Data: 1334509-86-2(Hazardous Substances Data)

Usage

Description

(S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid, also known as N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-methyl-L-tryptophan, is a white powder chemical compound. It is a reactant used in the synthesis of analogs of Compstatin, which are peptides with potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
(S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid is used as a reactant for the synthesis of Compstatin analogs, which are peptides with potential therapeutic applications. These analogs are being investigated for their ability to inhibit the complement system, a part of the immune system, and may have uses in treating various diseases and conditions.
Used in Research and Development:
In the field of research and development, (S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid serves as a key component in the synthesis of novel compounds with potential applications in drug discovery and development. Its role in creating Compstatin analogs allows researchers to explore new avenues for treating diseases and improving patient outcomes.
Used in Chemical Synthesis:
(S)-2-(((9H-fluoren-9-yl)Methoxy)carbonylaMino)-3-(1-Methyl-1H-indol-3-yl)propanoic acid is also used in chemical synthesis for the creation of various compounds with different properties and applications. Its versatility as a reactant makes it a valuable asset in the development of new materials and products across various industries.

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 21339-55-9 1-methyl-L-tryptophan 
• 73-22-3 L-Tryptophan 
• 13139-14-5 Boc-Trp-OH 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 26988-72-7 2-amino-3-(1-methyl-1H-indol-3-yl)-propanoic acid 

Relevant articles and documents

Semiconducting Polymer Nano-regulators with Cascading Activation for Photodynamic Cancer Immunotherapy

Combination photoimmunotherapy holds promise for tumor suppression; however, smart phototherapeutic agents that only activate their immune pharmaceutical action in tumors have been rarely developed. Herein, we report a semiconducting polymer (SP) nano-regulator (SPNT) with cascading activation for combinational photodynamic cancer immunotherapy. SPNT comprises an immunoregulator (M-Trp: 1-methyltryptophan) conjugating to the side chain of the SP backbone via an apoptotic biomarker-cleavable linker. Under near-infrared photoirradiation, SPNT produces singlet oxygen to induce immunogenic apoptosis. Concurrently, an apoptotic biomarker is upregulated, which triggers the specific cleavage of M-Trp for indoleamine 2,3-dioxygenase (IDO) activity inhibition, regulatory T cells reduction and cytotoxic T lymphocytes infiltration. SPNT-mediated combination photodynamic immunotherapy thus reprograms the tumor immune microenvironment, resulting in efficient suppression of tumors, and inhibition of lung metastasis.

Inverse γ-Turn-Inspired Peptide: Synthesis and Analysis of Segetalin A Indole Hemiaminal

Substitution of a peptide bond for an imine transforms the irreversible macrocyclization of peptides into a reversible process. The inherent cyclization tendency of a linear peptide is then analyzable through the equilibrium between the aldehyde and the imine by virtue of the higher reactivity of the corresponding linear peptide aldehyde. The tryptophan side chain of segetalin A aldehyde forms a 12-membered cyclic indole hemiaminal instead of the 18-membered macrocyclic imine expected. Herein, we analyzed this uncommon hemiaminal that shows that the biosynthesis of cyclic peptides is not necessarily based on linear precursor peptides with a high inherent macrolactamization tendency. By substituting a peptide bond for an imine, the cyclization tendency of a linear peptide can be analyzed through equilibration of the aldehyde and imine forms. The tryptophan side chain of segetalin A aldehyde forms a 12-membered cyclic indole hemiaminal instead of the expected 18-membered macrocyclic imine. Herein, we analyze this uncommon hemiaminal.

Small molecules for treatment of hypercholesterolemia and related diseases

The present invention provides compositions adapted to enhance reverse cholesterol transport in mammals. The compositions are suitable for oral delivery and useful in the treatment and/or prevention of hypercholesterolemia, atherosclerosis and associated cardiovascular diseases.