The product is Fmoc-Pro-OH (N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-proline, also known as Fmoc-L-proline), a cornerstone building block in modern peptide synthesis. Structurally, the molecule features a bicyclic proline residue — uniquely incorporating a secondary amine as part of a rigid pyrrolidine ring — protected at its N-terminal by the base-labile 9-fluorenylmethyloxycarbonyl (Fmoc) group, which serves as the gold-standard amine protecting group in solid-phase peptide synthesis.
Fmoc-Pro-OH is the preferred reagent for introducing the proline amino acid residue into growing peptide chains within Fmoc-based solid-phase peptide synthesis (SPPS) workflows. As a high‑purity Fmoc‑protected amino acid, Fmoc-Pro-OH is used to construct peptides for research, drug development, and commercial production, with documented application in the synthesis of insect neuropeptide analogs of the AKH family. Due to the secondary amine structure of the proline ring, Fmoc-Pro-OH can exhibit slightly different coupling behavior compared to primary amino acid derivatives, yet under optimized conditions it serves as a standard building block for stepwise peptide chain elongation. In pharmaceutical research contexts, Fmoc-Pro-OH is an essential raw material for generating peptide-based therapeutics, collagen-derived biomaterials, and conformationally constrained peptide libraries for drug discovery screening.
Product Parameters
Parameter
Specification
Product Name
Fmoc-Pro-OH
CAS Number
71989-31-6
Molecular Formula
C₂₀H₁₉NO₄
Molecular Weight
337.37 – 337.38 g/mol
Appearance
White to off-white solid
Melting Point
117–118 °C (lit.)
Boiling Point
473.68 °C (free base, rough estimate)
Density
1.2486 (rough estimate)
pKa
3.95 ± 0.20 (predicted)
Storage Condition
2–8 °C; also stable at room temperature (store below +30 °C)
Physiological Action
Research on the application of Fmoc-L-proline in meat quality assessment of beef and lamb: Muscle consists of muscle fibers, muscle fat, and connective tissue. Fmoc-L-proline is a key component of collagen in connective tissue; its concentration determines the amount of muscle collagen and is closely related to tenderness. Due to differences in age and the proportion of connective tissue across various muscle regions, there are significant variations in tenderness between beef and lamb.
Synthetic Route
To a solution of (S)-pyrrolidine-2-carboxylic acid (1 g, 8.7 mmol) in 1,4-dioxane (4 mL) and water (15 mL), add K₂CO₃ (3.24 g, 23 mmol). Then, at 0 °C, add chloroformic acid-9-fluoromethyl ester (2.3 g, 8.3 mmol). Stir the mixture overnight at room temperature, then treat it with water (10 mL). The resulting mixture was extracted twice with ethyl ether (2 × 20 mL). The aqueous phase was acidified with 1 M HCl to pH 2–3 and extracted three times with dichloromethane (3 × 50 mL). The combined organic layers were dried with anhydrous Na₂SO₄ and concentrated to yield the desired white solid product with a yield of 2.8 g (95%).
Quality Assurance at Cosperpharm
Each batch undergoes:
Gas chromatography (GC) – purity ≥97.0%
Non‑aqueous titration – purity ≥97.0%
Refractive index – confirmatory analysis
¹H NMR – structural verification
Appearance – colorless to light yellow to light orange clear liquid
A comprehensive COA, MSDS (with full GHS information), and certificate of origin accompany every shipment.
Contact Us
Need Fmoc-Pro-OH for your peptide synthesis project? Whether you‘re scaling up to kilogram quantities or just getting started with a new peptide library, Cosperpharm provides the purity, documentation, and supply reliability you need. Contact our customer service team to discuss your requirements.
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