34290-72-7

Usage

Uses

Used in Pharmaceutical and Biotechnology Industries:
Boc-Pro-Gly-OMe is used as a building block in peptide synthesis for the creation of larger peptide chains. Its role in the synthesis of peptides and proteins is vital for drug development and research purposes, enabling the design and production of novel therapeutic agents.
Used in Peptide Chemistry:
Boc-Pro-Gly-OMe is used as a precursor in the synthesis of peptides and proteins, providing a foundation for the development of new compounds with potential applications in medicine and other fields.
Used in Drug Discovery:
Boc-Pro-Gly-OMe is utilized as a key component in the discovery of new drugs, contributing to the advancement of pharmaceutical research and the identification of innovative therapeutic agents.

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 616-34-2 methoxycarbonylmethylamine 
• 5680-79-5 glycine ethyl ester hydrochloride 
• 133010-05-6 tert-butyl 2-(fluorocarbonyl)pyrrolidine-1-carboxylate 
• 24608-52-4 tert-butyl chloroformate 
• 15761-39-4 N-tert-butoxycarbonyl-proline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 147-85-3 L-proline 
• 51785-82-1 N-tert-butyloxycarbonyl-L-prolylglycine 
• 74-88-4 methyl iodide 
• 84890-94-8 (S)-2-Isobutoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 919790-14-0 Boc-Gly-Gly-Pro-Phe-Pro-Gly-OMe 
• 1000591-21-8 Boc-Gly-Gly-Pro-Phe-Pro-Gly-OH 
• 919790-15-1 Boc-Gly-Gly-Pro-Phe-Pro-Gly-Tyr-OMe 
• 919790-20-8 Boc-Gly-Gly-Pro-Phe-Pro-Gly-Tyr-O-pnp 
• 72122-63-5 bovine β-casomorphin-5 
• 100008-17-1 N^α-Boc-L-phenylalanyl-L-prolyl-glycine methyl ester 
• 100008-18-2 N^α-Boc-L-Prolyl-L-phenylalanyl-L-prolyl-glycine methyl ester 
• 77434-41-4 H-Phe-Pro-Gly-OMe 
• 77434-42-5 H-Pro-Phe-Pro-Gly-OMe 
• 77451-91-3 H-Tyr-Pro-Phe-Pro-Gly-OMe 
• 450407-04-2 Boc-Tyr(t-Bu)-Pro-Phe-Pro-Gly-OMe 
• 100101-21-1 Boc-Tyr-Pro-Phe-Pro-Gly-OMe 
• 134053-86-4 (3S,6S)-3-methoxy-1,6-trimethylene-2,5-piperazinedione 
• 1370659-19-0 C₂₈H₄₁N₅O₉ 

Relevant academic research and scientific papers

N-Terminal Selective C?H Azidation of Proline-Containing Peptides: a Platform for Late-Stage Diversification

A methodology for the C?H azidation of N-terminal proline-containing peptides was developed employing only commercially available reagents. Peptides bearing a broad range of functionalities and containing up to 6 amino acids were selectively azidated at the carbamate-protected N-terminal residue in presence of the numerous other functional groups present on the molecules. Post-functionalizations of the obtained aminal compounds were achieved: cycloaddition reactions or C?C bond formations via a sequence of imine formation/nucleophilic addition were performed, offering an easy access to diversified peptides.

Highly Diastereoselective Synthesis of Cyclic α-Aminophosphonic and α-Aminophosphinic Acids from Glycyl-l-Proline 2,5-Diketopiperazine

This paper describes the first diastereoselective synthesis of cyclic α-aminophosphonic and α-amino phosphonic acids from glycyl-l-proline 2,5-diketopiperazine (S)-6 prepared according to the usual peptide coupling procedures. The highlights of this contribution is the chemoselective reduction of the carbamate-imide activated carbonyl group in the N-Boc 2,5-diketopiperazine (S)-11 to generate the unstable hemiaminals (1R,8aS)-12 and (1S,8aS)-13, followed by the highly diastereoselective nucleophilic addition of trimethyl phosphite or dimethyl phenylphosphonite to the chiral carbenium ion (S)-5. Acid hydrolysis of the phosphonate and phosphinate functionalities with simultaneous cleavage of the tert-butyl carbamate protecting group led to the target compounds. The high diastereoselectivity in the nucleophilic addition of trivalent phosphorus to the chiral carbenium ion (S)-5 is in agreement with our precedent reports.

A bio-inspired approach to proline-derived 2,4-disubstituted oxazoles

A convenient four-step approach to the synthesis of (S)-4-alkyl-2-(pyrrolidin-2-yl)oxazoles starting from l-Boc-proline inspired by naturally occurring oxazole-containing peptidomimetics is described. The key step is the cyclization of 1-Boc-N-(1-oxoalkan

Total Synthesis of the Cyclic Dodecapeptides Wewakazole and Wewakazole B

The cyclic dodecapeptides wewakazole and wewakazole B have been synthesized by a divergent strategy via a common tris-proline containing oxazole octapeptide and two separate bis-oxazole containing tetrapeptide units, followed by peptide coupling and macro

Aggregation propensity of amyloidogenic and elastomeric dipeptides constituents

This study demonstrates the self-assembly of N- and C-terminal protected dipeptides Phe–Gly and Pro–Gly which were derived from amyloidogenic and elastomeric peptide sequences. These constituents afforded nanostructured supramolecular ensembles through va

9-Silafluorenyl Dichlorides as Chemically Ligating Coupling Agents and Their Application in Peptide Synthesis

A fundamentally simple, mild, and practical procedure for peptide bond formation is reported that employs a stoichiometric amount of easy-to-access 9-silafluorenyl dichlorides as the coupling agent. Without initial preactivation or elaboration of the carboxylic acid or amine termini of the amino acids, the developed reagent is proposed to act through an unprecedented chemical ligation mechanism, bringing the two coupling partners together before being subsequently eliminated. The desired amides or peptide bonds are thus furnished in good yields and with low to no epimerization.

A general method for the facile synthesis of optically active 2-substituted piperazines via functionalized 2,5-diketopiperazines

Upon utilization of some common methods described in the literature for the synthesis of chiral, 2-substituted 2,5-diketopiperazines, extensive racemization was observed. Further investigation showed that heating in the presence of a mild base racemized the chiral center in the product diketopiperazines. A generalized, readily scalable route was sought and, after investigating the effect of base and temperature, conditions were identified that promoted cyclization without erosion of enantiomeric excess. An array of functionalization was tolerated and this procedure serves as a useful and reliable method for the facile synthesis of this important class of compounds.

Nucleophilic ring-opening of benzoxazinones by DBU: Some observations

This communication demonstrates the formation of an unusual nucleophilic ring opening of benzoxazinones by 1,8-diazabicycloundec-7-ene (DBU). This observation contradicts the intrinsic feature of a hindered nonnucleophilic base like DBU. Confirmation of t

Synthesis, docking and anticancer activity studies of D-proline- incorporated wainunuamide

D-proline-incorporated wainunuamide - a cyclic octapeptide was synthesized and characterized by FTIR, 1H and 13C NMR and Mass spectral analysis. Molecular docking studies were carried out for the designed cyclic octapeptide and the results showed greater affinity for HPV18-2IOI receptor (HeLa cancer cell line). The synthesized cyclic octapeptide exhibited potent anticancer activity against HeLa cancer cells. Indian Academy of Sciences.

Concurrent display of both α- and β-turns in a model peptide

This article describes a model peptide that concurrently displays both α- and β-turns, as demonstrated by structural investigations using single crystal X-ray crystallography and solution-state NMR studies. The motif reported herein has the potential for