163883-97-4

Basic information

• Product Name: FMOC-DL-(PHENYL)GLY-OH
• Synonyms: FMOC-DL-PHG-OH;FMOC-DL-(PHENYL)GLY-OH;RARECHEM AK ML 0502;N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-DL-PHENYLGLYCINE;FMoc-DL-phenylglycine
• CAS NO: 163883-97-4
• Molecular Formula: C23H19NO4
• Molecular Weight: 373.4
• Mol File: 163883-97-4.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: FMOC-DL-(PHENYL)GLY-OH(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-DL-(PHENYL)GLY-OH(163883-97-4)
• EPA Substance Registry System: FMOC-DL-(PHENYL)GLY-OH(163883-97-4)

Safety Data

• Hazardous Substances Data: 163883-97-4(Hazardous Substances Data)

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 69-91-0 L-α-phenylglycine 
• 102410-51-5 H-D-Abu-Pro-OBu^t*TosOH 
• 102419-78-3 Pic(3-OBzl)-Thr(Fmoc-Phg-)-N₂H₃*2*HCl 
• 2935-35-5 (S)-2-phenylglycine 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 2835-06-5 phenylglycin 
• 470670-74-7 2,5-dioxo-4-phenyl-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 875-74-1 (R)-phenylglycine 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Development of anti-inflammatory peptidomimetics based on the structure of human alpha1-antitrypsin

Human α1-antitrypsin (hAAT) has two distinguishing functions: anti-protease activity and regulation of the immune system. In the present study we hypothesized that those two protein functions are mediated by different structural domains on the hAAT surface. Indeed, such biologically active immunoregulatory sites (not associated with canonical anti-protease activity) on the surface of hAAT were identified by in silico methods. Several peptides were derived from those immunoregulatory sites. Four peptides exhibited impressive biological effects in pharmacological concentration ranges. Peptidomimetic (14) was developed, based on the structure of the most druggable and active peptide. The compound exhibited a potent anti-inflammatory activity in vitro and in vivo. Such a compound could be used as a basis for developing novel anti-inflammatory drug candidates and as a research tool for better understanding hAAT functions.

IMMUNE CELL MODULATORS

Disclosed are immune cell-selective small molecule compounds that modulate certain immune cell-specific receptors and enzymes, and methods of their synthesis and use to treat proliferative disorders.

Dicyclohexylurea derivatives of amino acids as dye absorbent organogels and anion sensors

Dicyclohexyl urea (DCU) derivatives of amino acids Fmoc-Phe-DCU (M1), Fmoc-Phg-DCU (M2) and Fmoc-Gaba-DCU (M3) have been shown to form phase selective, thermoreversible and mechanically robust gels in a large range of organic solvents. This is the first report of low molecular weight gelators (LMWG) from DCU derivatives of amino acids. The self-assembly mechanism of the organogels has been probed using concentration dependent 1H NMR, DMSO titration 1H NMR, fluorescence, FTIR, PXRD and FESEM techniques. Self-assembly leading to gelation process is mainly driven by hydrophobicity and π-π stacking interactions in between Fmoc groups. Interestingly, the gels can absorb several kinds of organic dyes efficiently and can be reused for dye absorption for multiple cycles. Additionally, M1-M3 act as sensors for anions like fluoride, acetate and hydroxide, for which they have specific fluorescence response. Gel formation by M1-M3 is completely arrested in the presence of fluoride. The possible binding mode of fluoride has been delineated using DFT studies. Calculations suggest, involvement of urea NH in a six membered intramolecular hydrogen bond, rendering it unavailable for fluoride binding. Backbone -NH of the amino acids of M1-M3 is responsible for fluoride binding. The reported small, economically viable, synthetically facile molecules not only enrich the repertoire of LMWG molecules, but can have multifaceted applications.