1093645-21-6

Basic information

• Product Name: (R)-N-Fmoc-2-(4'-pentenyl)glycine
• Synonyms: (R)-N-Fmoc-2-(4'-pentenyl)glycine;(2R)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-6-heptenoic acid;(R)-2-((((9H-Fluoren-9-yl)Methoxy)carbonyl)aMino)hept-6-enoic acid;(2R)-2-(Fmoc-amino)-6-heptenoic acid
• CAS NO: 1093645-21-6
• Molecular Formula: C22H23NO4
• Molecular Weight: 365
• EINECS: -0
• Mol File: 1093645-21-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 589.7±45.0 °C(Predicted)
• Appearance: /
• Density: 1.202
• Storage Temp.: 2-8°C
• PKA: 3.87±0.21(Predicted)
• CAS DataBase Reference: (R)-N-Fmoc-2-(4'-pentenyl)glycine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-Fmoc-2-(4'-pentenyl)glycine(1093645-21-6)
• EPA Substance Registry System: (R)-N-Fmoc-2-(4'-pentenyl)glycine(1093645-21-6)

Safety Data

• Hazardous Substances Data: 1093645-21-6(Hazardous Substances Data)

Usage

Description

(R)-N-Fmoc-2-(4'-pentenyl)glycine is a chemical compound derived from the amino acid glycine, featuring an Fmoc protecting group and a 4'-pentenyl substituent. The Fmoc group shields the amine group of glycine, while the 4'-pentenyl group introduces a double bond, enabling further chemical modifications. (R)-N-Fmoc-2-(4'-pentenyl)glycine is widely used in organic chemistry for the synthesis of peptides, bioactive molecules, and as a building block for new drug candidates and biologically active compounds, playing a crucial role in the study of protein structure and function.

Uses

Used in Organic Chemistry:
(R)-N-Fmoc-2-(4'-pentenyl)glycine is used as a key intermediate for the synthesis of peptides and other bioactive molecules, due to its ability to protect the amine group and introduce functional groups for further chemical reactions.
Used in Pharmaceutical Industry:
(R)-N-Fmoc-2-(4'-pentenyl)glycine is used as a building block for the creation of new drug candidates, leveraging its unique structure and functional groups to develop biologically active compounds with potential therapeutic applications.
Used in Protein Research:
(R)-N-Fmoc-2-(4'-pentenyl)glycine is employed as a valuable tool in the study of protein structure and function, aiding researchers in understanding the complex interactions and mechanisms within biological systems.

Upstream product

• 1119-51-3 bromopentene 
• 1093645-18-1 C₂₃H₂₅NO₄ 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Relevant articles and documents

Switching substitution groups on the in-tether chiral centre influences backbone peptides' permeability and target binding affinity

Different substitution groups on the in-tether chiral centre of chirality-induced helical peptides (CIH peptides) showed distinguishable effects on the peptides' cellular uptakes and binding affinities with the estrogen receptor α(ER-α). This study proves that in-tether chiral centres are a valuable modification site for constructing peptide ligands with preferable biophysical properties.

Novel potent apoA-I peptide mimetics that stimulate cholesterol efflux and pre-β particle formation in vitro

Reverse cholesterol transport (RCT) is believed to be the primary mechanism by which HDL and its major protein apoA-I protect against atherosclerosis. Starting from the inactive 22-amino acid peptide representing the consensus sequence of the class A amphipathic helical repeats of apoA-I, we designed novel peptides able to mobilize cholesterol from macrophages in vitro, and to stimulate the formation of 'nascent HDL' particles, with potency comparable to the entire apoA-I protein.