Ac-Pro-OMe is an N-acetylated proline methyl ester, featuring a proline ring with a secondary amide side-chain and an esterified carboxyl group (-COOCH3) rather than a free carboxylic acid. The molecule contains an N-acetyl protecting group on the proline nitrogen, leaving the ring nitrogen as part of the cyclic backbone while the methyl ester masks the α-carboxyl functionality and modulates hydrogen-bonding and polarity relative to the free amino acid. Ac-Pro-OMe is employed as an amino acid ester building block and peptide-related intermediate in solution-phase or solid-phase peptide synthesis workflows, where the protected amide and ester functionalities support controlled stepwise assembly and subsequent conversion to peptide-forming derivatives.
CAT No: CP26936
CAS No:27460-51-1
Synonyms/Alias:AC-PRO-OME;27460-51-1;(S)-Methyl1-acetylpyrrolidine-2-carboxylate;WCIXKWOJEMZXMK-ZETCQYMHSA-N;N-acetylprolinemethylester;SCHEMBL468720;N-Acetyl-L-prolinemethylester;1-Acetyl-L-prolinemethylester;MolPort-020-004-664;ZINC4899433;6110AH;L-Proline,1-acetyl-,methylester;AKOS006237852;Proline,1-acetyl-,methylester,L-;AJ-52544;AK135294;KB-47135;Methyl1-acetyl-2-pyrrolidinecarboxylate#;FT-0655817;K-6975
Ac-Pro-OMe is an N-acetylated proline methyl ester that functions as a stable, protected proline derivative for peptide chemistry and related amide bond-forming workflows. The N-acetyl group suppresses free amino reactivity, while the methyl ester masks the carboxylate to enable controlled downstream coupling or segment assembly. This reagent is commonly handled as a discrete proline-containing building block for preparing proline-containing peptides and peptide-like intermediates under conditions where free amino and carboxyl functions would otherwise interfere.
1. Proline-Containing Peptide Building
Ac-Pro-OMe is used as a proline-containing building block in peptide synthesis workflows where the proline nitrogen is pre-acylated and the carboxyl terminus is esterified. Researchers performing custom peptide assembly often select this form to improve handling consistency and to keep reactive termini protected during segment preparation, then convert the ester or incorporate the residue into longer sequences using established peptide coupling strategies. Its defined, mono-protected functionality makes it a practical choice for constructing proline-rich fragments and for preparing peptide intermediates that require a controlled proline geometry.
2. Peptide Segment Intermediate Synthesis
Ac-Pro-OMe is frequently employed to generate peptide segments and amide-linked intermediates in solution-phase or convergent synthesis planning. Because the N-acetylated amino group and methyl ester reduce side reactions from free functional groups, it is well suited to stepwise elaboration of proline-containing motifs used in structure-activity relationship studies and chemical biology reagent development. Teams developing peptide libraries and fragment-based analog series rely on such protected amino acid esters to standardize intermediate quality across multiple analogs, especially when proline is a key stereochemical element in the target scaffold.
3. Amide Bond Formation Studies
Ac-Pro-OMe is also used in medicinal chemistry and process development contexts to support controlled formation of proline-based amide linkages during the preparation of peptide mimetics and peptide-derived scaffolds. Synthetic chemistry groups often use this reagent as a defined proline unit to probe coupling outcomes, optimize protecting-group strategies, and build analogs where proline's cyclic side chain is required to enforce conformational constraints. The esterified carboxyl form provides a convenient handle for downstream transformation into the corresponding acid or for integration into larger coupling sequences, depending on the synthetic route chosen by the development team.
1. Implications of ligand-receptor binding kinetics on GLP-1R signalling
2. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
3. Emu oil in combination with other active ingredients for treating skin imperfections
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More