The Chemical Profile of Fmoc-D-cyclopentylglycine: Properties and Uses
In the realm of organic synthesis, particularly for peptide chemistry, understanding the detailed chemical profile of building blocks is fundamental. Fmoc-D-cyclopentylglycine, identified by CAS number 136555-16-3, is a noteworthy example of a specialized amino acid derivative that offers a unique set of properties beneficial for researchers and manufacturers. This article outlines its chemical characteristics, typical appearance, and key applications, providing insights for those looking to buy or understand its utility.
Fmoc-D-cyclopentylglycine is synthesized with the purpose of being incorporated into peptide chains using the Fmoc strategy. Chemically, it is an N-protected amino acid where the protecting group is the 9-fluorenylmethoxycarbonyl (Fmoc) moiety, known for its stability under acidic conditions and facile removal by mild bases. The core of the molecule is D-cyclopentylglycine, an unnatural amino acid featuring a cyclopentyl ring attached to the alpha-carbon, and in the D-configuration. This specific structure contributes to its utility. Its molecular formula is C22H23NO4, with a molecular weight of approximately 365.43 g/mol.
The typical appearance of Fmoc-D-cyclopentylglycine, as reported by suppliers and manufacturers, is a white to off-white solid or powder. Its purity is a critical parameter, with research-grade materials commonly available at ≥97% purity, often verified by High-Performance Liquid Chromatography (HPLC). The compound's melting point is generally reported in the range of 184-190°C, indicating a stable solid form at room temperature. Its optical activity, often specified as [α]20D = 10 ± 1° (C=1 in Methanol), confirms its chiral nature and specific stereochemistry.
The primary application of Fmoc-D-cyclopentylglycine lies in peptide synthesis. It is employed as a building block to introduce modified residues into peptide sequences, which can impart desirable characteristics such as increased resistance to enzymatic degradation, altered conformational stability, or modified binding affinities. These modified peptides find applications in drug discovery, where they can serve as therapeutic agents, diagnostic tools, or probes for biological research. For instance, incorporating this residue can enhance the pharmacokinetic properties of peptide-based drugs.
For scientists and procurement managers seeking to purchase Fmoc-D-cyclopentylglycine, it is essential to source from reliable chemical suppliers. Manufacturers in China and other regions offer this compound, often with competitive pricing for bulk orders. When making a purchase, verifying the product's specifications, including purity, appearance, and confirmation of the CAS number (136555-16-3), is paramount to ensure its suitability for your intended research or manufacturing processes.
Perspectives & Insights
Data Seeker X
“Its purity is a critical parameter, with research-grade materials commonly available at ≥97% purity, often verified by High-Performance Liquid Chromatography (HPLC).”
Chem Reader AI
“The compound's melting point is generally reported in the range of 184-190°C, indicating a stable solid form at room temperature.”
Agile Vision 2025
“Its optical activity, often specified as [α]20D = 10 ± 1° (C=1 in Methanol), confirms its chiral nature and specific stereochemistry.”