77087-63-9

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 43041-12-9 methyl (2R)-pyrrolidine-2-carboxylate 
• 2133-40-6 D-proline methyl ester hydrochloride 
• 96163-72-3 ethyl proline hydrochloride 
• 344-25-2 D-Prolin 

Downstream Products

• 57225-02-2 N-(tert-butoxycarbonyl)-(S)-phenylalanyl-(R)-proline 
• 77100-17-5 L-phenylalaninyl-L-proline methyl ester hydrochloride 
• 5654-85-3 (3S,8aS)-3-benzyloctahydropyrrolo[1,2-a]pyrazine-1,4-dione 
• 77087-61-7 methyl N-(benzyloxycarbonyl)glycyl-L-phenylalanyl-D-prolinate 
• 71996-70-8 cyclo(α-aminoisobutyryl-L-phenylalanyl-D-prolyl-L-alanyl) 
• 82113-03-9 N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline 
• 82113-02-8 N-(p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester 
• 82113-18-6 (tert-butyloxycarbonyl)-L-alanyl-α-aminoisobutyryl-L-phenylalanyl-D-proline methyl ester 
• 82113-19-7 Boc-Ala-Aib-Phe-D-Pro-OH 
• 82113-22-2 (tert-butyloxycarbonyl)-L-phenylalanyl-D-prolyl-L-alanyl-α-aminoisobutyric acid methyl ester 
• 82113-23-3 Boc-Phe-D-Pro-Ala-Aib-OH 
• 82113-20-0 Boc-Ala-Aib-Phe-D-Pro-OSu 
• 82135-13-5 Boc-Phe-D-Pro-Ala-Aib-OSu 
• 82113-04-0 N-hydroxysuccinimide ester of (p-methoxybenzyloxycarbonyl)-α-aminoisobutyryl-L-phenylalanyl-D-prolyl-L-alanine 

Relevant academic research and scientific papers

Unambiguous stereochemical assignment of cyclo(Phe-pro), cyclo(leu-pro), and cyclo(val-pro) by electronic circular dichroic spectroscopy

2,5-diketopiperazines (DKPs) are cyclic dipeptides ubiquitously found in nature. In particular, cyclo(Phe-Pro), cyclo(Leu-Pro), and cyclo(Val-Pro) are frequently detected in many microbial cultures. Each of these DKPs has four possible stereoisomers due to the presence of two chirality centers. However, absolute configurations of natural DKPs are often ambiguous due to the lack of a simple, sensitive, and reproducible method for stereochemical assignment. This is an important problem because stereochemistry is a key determinant of biological activity. Here, we report a synthetic DKP library containing all stereoisomers of cyclo(Phe-Pro), cyclo(Leu-Pro), and cyclo(Val-Pro). The library was subjected to spectroscopic characterization using mass spectrometry, NMR, and electronic circular dichroism (ECD). It turned out that ECD can clearly differentiate DKP stereoisomers. Thus, our ECD dataset can serve as a reference for unambiguous stereochemical assignment of cyclo(Phe-Pro), cyclo(Leu-Pro), and cyclo(Val-Pro) samples from natural sources. The DKP library was also subjected to a biological screening using assays for E. coli growth and biofilm formation, which revealed distinct biological effects of cyclo(D-Phe-L-Pro).

AGRICULTURAL PLANT-PROTECTING AGENTS CONTAINING DIPEPTIDE DERIVATIVE AS ACTIVE INGREDIENT

Provided is an agricultural plant-protecting agent including a dipeptide derivative or an agro-pharmaceutically acceptable salt thereof as an active ingredient, which has a plant disease-preventing effect, a plant growth-promoting effect, and a plant immunity-activating effect.

Efficient synthesis of 2,5-diketopiperazines using microwave assisted heating

In this study a general, efficient and environmentally benign solution phase synthesis of 2,5-diketopiperazines (DKPs) using microwave assisted heating in water is described. A series of 11 structurally different DKPs have been synthesized from dipeptide methyl esters. A range of common laboratory solvents have been tested as well as different reaction times and temperatures. Both classic thermal and microwave assisted heating have been investigated. Microwave assisted heating for 10 min using water as solvent proved, by far, to be the most efficient method of cyclization giving moderate to excellent yields (63-97%) of DKPs. In contrast to other published procedures, this method seems independent of the amino acid sequence.

Improved Synthesis of chlamydocin: Cyclization Studies of Tetrapeptides Containing Five α-Substituents

A complete search for the optimal conditions for preparing cycling tetrapeptide 2 was carried out.In this study all four possible sequences of the linear tetrapeptide precursors were synthesized and cyclized.The results establish that one linear sequence is especially favorable for synthesizing the peptide ring system in chlamydocin (1).