942153-03-9

Basic information

• Product Name: 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID
• Synonyms: 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID;(R)-4-N-FMOC-3-MORPHOLINECARBOXYLIC ACID;(R)-4-Fmoc-3-morpholinecarboxylic acid;(3R)-3,4-Morpholinedicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester;(R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid
• CAS NO: 942153-03-9
• Molecular Formula: C20H19NO5
• Molecular Weight: 353.37
• Product Categories: pharmacetical
• Mol File: 942153-03-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 128-129℃
• Boiling Point: 579.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.344
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 3.47±0.20(Predicted)
• CAS DataBase Reference: 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID(942153-03-9)
• EPA Substance Registry System: 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID(942153-03-9)

Safety Data

• Hazardous Substances Data: 942153-03-9(Hazardous Substances Data)

Usage

Description

4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is a chemical compound that features a morpholine ring and a carboxylic acid group. It is characterized by its ability to form stable derivatives and is commonly used in the synthesis of various pharmaceuticals and bioactive molecules due to its unique structural properties.

Uses

Used in Pharmaceutical Industry:
4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into complex molecular structures, enhancing the development of new drugs with specific therapeutic targets.
Used in Biochemical Research:
In the field of biochemical research, 4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is used as a building block for the creation of novel bioactive peptides and peptidomimetics, which can be employed to study biological processes and develop new therapeutic agents.
Used in Radiolabeling for Medical Imaging:
4-FMOC-3(R)-MORPHOLINECARBOXYLIC ACID is used as a precursor to prepare 125I-labeled morpholine-containing RGD ligands of αvβ3 integrin, serving as an angiogenesis imaging probe. This application is crucial for non-invasive imaging techniques in medical diagnostics, particularly for detecting and monitoring tumor angiogenesis, which is a critical process in cancer progression and metastasis.

InChI:InChI=1S/C20H19NO5/c22-19(23)18-12-25-10-9-21(18)20(24)26-11-17-15-7-3-1-5-13(15)14-6-2-4-8-16(14)17/h1-8,17-18H,9-12H2,(H,22,23)/t18-/m1/s1

Upstream product

• 942153-02-8 (3R)-morpholine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 106825-81-4 (3R)-morpholine-3-carboxylic acid 
• 942153-00-6 (2R)-2-[(2,2-dimethoxyethylamino)(9H-fluoren-9-ylmethoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester 
• 942153-01-7 (3R)-2,3-dihydro[1,4]oxazine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester 
• 783350-37-8 (S)-4-[(tert-butoxy)carbonyl]morpholine-3-carboxylic acid 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 106825-79-0 (S)-morpholine-3-carboxylic acid 
• 1187929-04-9 (3S)-morpholine-3-carboxylic acid hydrochloride salt 
• 942152-96-7 (2S)-2-[(2,2-dimethoxyethylamino)(9H-fluoren-9-ylmethoxycarbonyl)amino]-3-hydroxypropionic acid methyl ester 
• 942152-97-8 (3S)-2,3-dihydro[1,4]oxazine-3,4-dicarboxylic acid 4-(9H-fluoren-9-ylmethyl) ester 3-methyl ester 

Relevant articles and documents

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Chemical scale studies of the Phe-Pro conserved motif in the cys loop of cys loop receptors

The functions of two conserved residues, Phe135 and Pro 136, located at the apex of the Cys loop of the nicotinic acetylcholine receptor are investigated. Both residues were substituted with natural and unnatural amino acids, focusing on the role of aromaticity at Phe135, backbone conformation at Pro136, side chain polarity and volume, and the specific interaction between the aromatic side chain and the proline. NMR spectroscopy studies of model peptides containing proline and unnatural proline analogues following a Phe show a consistent increase in the population of the cis conformer relative to peptides lacking the Phe. In the receptor, a strong interaction between the Phe and Pro residues is evident, as is a strong preference for aromaticity and hydrophobicity at the Phe site. A similar influence of hydrophobicity is observed at the proline site. In addition, across a simple homologous series of proline analogues, the results reveal a correlation between receptor function and cis bias at the proline backbone. This could suggest a significant role for the cis proline conformer at this site in receptor function.