scholarly journals Applications of Propargyl Esters of Amino Acids in Solution-Phase Peptide Synthesis

2011 ◽  
Vol 2011 ◽  
pp. 1-10 ◽  
Author(s):  
Ramesh Ramapanicker ◽  
Rohit Gupta ◽  
Rajendran Megha ◽  
Srinivasan Chandrasekaran

Propargyl esters are employed as effective protecting groups for the carboxyl group during solution-phase peptide synthesis. The propargyl ester groups can be introduced onto free amino acids by treating them with propargyl alcohol saturated with HCl. The reaction between propargyl groups and tetrathiomolybdate is exploited to deblock the propargyl esters. The removal of the propargyl group with the neutral reagent tetrathiomolybdate ensures that most of the other protecting groups used in peptide synthesis are untouched. Both acid labile and base labile protecting groups can be removed in the presence of a propargyl ester. Amino acids protected as propargyl esters are employed to synthesize di- to tetrapeptides in solution-phase demonstrating the possible synthetic utilities of the methodology. The methodology described here could be a valuable addition to currently available strategies for peptide synthesis.

1952 ◽  
Vol 30 (7) ◽  
pp. 522-528 ◽  
Author(s):  
W. B. McConnell

The carbon dioxide evolved when α-amino acids were heated for one hour at 85 °C. with ninhydrin was determined in a partially evacuated microdiffusion cell. Distillation of solvent from one chamber to the other was minimized by keeping the ionic concentrations of the reaction mixture and absorbing mixture approximately equal. The method was useful for samples of amino acids which liberated from 0.06 to 0.3 mgm. of carbon dioxide. The average deviation from the mean was somewhat less than 1% for samples liberating 0.2 mgm. of carbon dioxide. Use of the method for routine analysis of enzymatic digests resulted in substantial saving of time and material.


2015 ◽  
Vol 20 (4) ◽  
pp. 207
Author(s):  
Dedi Jusadi ◽  
Tulas Aprilia ◽  
Muhammad Agus Suprayudi ◽  
Deddy Yaniharto

Pembenihan ikan kerapu dihadapkan pada rendahnya sintasan, terutama fase awal hidupnya. Rendahnya sintasan diduga berhubungan dengan belum berkembangnya organ pencernaan larva dan tidak tersedianya pakan yang siap diserap tubuh. Pemberian asam amino bebas seperti taurin dan glutamin melalui rotifer diharapkan dapat meningkatan ketersediaan nutrien yang dapat diserap dengan cepat oleh larva, sehingga sintasan larva tinggi dan dapat tumbuh lebih cepat. Penelitian bertujuan mengukur pengaruh glutamin atau taurin terhadap sintasan dan pertumbuhan larva kerapu bebek Cromileptes altivelis. Larva umur 1 hari (10 ekor.L-1) dipelihara dalam bak fiberglass volume 500 L yang diisi air laut sampai 330 L. Larva diberi pakan rotifer diperkaya 0,5 g glutamin, 0,5 g taurin, atau tanpa glutamin dan taurin. Larva dipelihara selama 16 hari dengan pemberian pakan 2 kali  per hari. Satu jam setelah pemberian pakan dilakukan pengamatan terhadap jumlah rotifer dalam saluran pencernaan larva ikan. Hasil penelitian menunjukkan jumlah rotifer dalam saluran pencernaan larva meningkat seiring dengan bertambahnya umur. Namun, jumlah rata-rata rotifer yang dikonsumsi larva pada perlakuan 0,5 g glutamin atau 0,5 g taurin lebih banyak dibanding perlakuan tanpa taurin dan glutamin. Larva yang diberi rotifer hasil pengkayaan dengan 0,5 g glutamin atau 0,5 g taurin memiliki sintasan yang tidak berbeda (P>0,05), masing-masing 19,2±2,25%, dan 24,5±1,20%, dan secara signifikan lebih banyak dibanding larva di perlakuan tanpa glutamin dan taurin yang nilainya 13,0±1,70%. Larva yang diberi rotifer hasil pengkayaan dengan 0,5 g taurin secara signifikan lebih panjang (5,5±0,18 mm) dari ikan di perlakuan 0,5 g glutamin (5,3±0,12 mm). Demikian juga, larva di perlakuan glutamin lebih panjang dari pelakuan tanpa glutamin dan taurin (5,0±0,16 mm). Pengkayaan rotifer menggunakan asam amino bebas taurin atau glutamin dapat meningkatkan sintasan dan pertumbuhan larva kerapu bebek. Namun, taurin lebih baik dibanding glutamin karena memberi efek ke pertumbuhan ikan yang lebih cepat. Kata kunci: taurin, glutamin, kerapu bebek, Cromileptes altivelis. The hatchery production of grouper faced to the problem of low surival rate, especially during the first feeding period. During this period, the digestive organ of larvae was underdeveloped, and the nutrient in live food was not readily absorbed by larvae. Feeding on free amino acids, such as taurine or glutamine, enriched rotifer would be enhanced the nutrient readily absorbed thereby resulting to the improvement of growth and survival rate of larvae. A duplicate experiment was conducted to evaluate the effect of rotifer enriched with free amino acid of glutamine or taurine, on the growth and survival rate of larval grouper Cromileptes altivelis. One day old larvae were cultured in 500 l fiberglass containing 330 l of sea water with a density of 10 ind.L-1. Larvae were fed on rotifer enriched with either 0.5 g glutamine, 0.5 g taurine, or without glutamine nor taurine. Larvae were fed on rotifer twice a day at 08.00 and 14.00, and cultured for 16 days. One h after feeding, rotifer content in the gut of larvae were observed. Results showed that larvae fed on rotifer enriched with 0.5 g taurine or 0.5 g glutamie had higher rotifer content in the gut than that in the other group. Larvae fed on rotifer enriched with 0.5 g glutamine or 0.5 g taurine had the same survival rate (P>0.05), 19.2±2.25% and 24.5±1.20%, respectively; these values were significantly higher than that in the other group which was 13.0±1.70%.  The total length of larvae fed on rotifer enriched with 0.5 g taurine (5.5±0.18 mm) significantly was the biggest compared than others; while those fed on rotifer enriched with 0.5 g glutamine (5.3±0.12 mm) was bigger than fish fed on rotifer without glutamine nor taurine (5.0±0.16 mm). Thus, it can be concluded that survival rate and growth of larvae were improved when feeding on rotifer enriched with taurine or glutamine. Nevertheless, taurine was more efective than glutamine due to its effect resulted the highest growth performance of larval grouper. Keywords: taurine, glutamine, grouper, Cromileptes altivelis


1971 ◽  
Vol 24 (6) ◽  
pp. 1277 ◽  
Author(s):  
FHC Stewart

The N-nitroso derivative of L-4-hydroxyproline has been converted into various esters and other intermediates intended for use as coupling components in peptide synthesis. The preparative approach involved selective acidic cleavage of nitroso in the presence of different carboxyl-protecting groups, including the acid-labile 2,4,6- trimethylbenzyl moiety. Practical application of the new intermediates was illustrated by representative syntheses of crystalline protected L- 4-hydroxyproline peptides.


2020 ◽  
Vol 7 (4) ◽  
pp. 689-696 ◽  
Author(s):  
Haidi Li ◽  
Jie Chao ◽  
Guang Tian ◽  
Jaafar Hasan ◽  
Yatao Jin ◽  
...  

A series of novel tri(4-benzoylphenyl) phosphate (TBP) derivatives with unique precipitation-inducing properties were synthesized and used as C-terminal protecting groups of amino acids and recyclable supports in peptide synthesis.


Biocatalysis ◽  
1994 ◽  
Vol 8 (4) ◽  
pp. 289-307 ◽  
Author(s):  
Andreas Fischer ◽  
Andreas S. Bommarius ◽  
Karlheinz Drauz ◽  
Christian Wandrey

Tetrahedron ◽  
2007 ◽  
Vol 63 (34) ◽  
pp. 8164-8173 ◽  
Author(s):  
Antonella Leggio ◽  
Maria Luisa Di Gioia ◽  
Francesca Perri ◽  
Angelo Liguori

Dairy ◽  
2021 ◽  
Vol 2 (2) ◽  
pp. 242-255
Author(s):  
Domingo Fernández ◽  
Patricia Combarros-Fuertes ◽  
Erica Renes ◽  
Daniel Abarquero ◽  
José María Fresno ◽  
...  

This work aimed to study the effects of using ewe’s milk from Churra, Assaf, or both breeds on the physicochemical and sensory characteristics of Zamorano cheese at the end of ripening. Zamorano cheese is a hard variety with protected designation of origin (PDO) produced in the province of Zamora (Spain) with raw or pasteurized ewe’s milk. Five batches of Zamorano cheese were produced with pasteurized ewe’s milk. One batch was elaborated using milk from the Churra breed, the other using milk from the Assaf breed, and the remaining three employed milk mixtures of Churra and Assaf breeds in the proportions 75:25, 50:50 and, 25:75, respectively. Cheeses made with a higher proportion of Churra milk showed a predominance of hydrophilic peptides, while hydrophobic peptides predominated in cheeses with a greater percentage of milk from the Assaf breed. The largest content of most free amino acids was found in cheeses produced with the highest percentage of Churra milk. These cheeses presented the highest values for fat acidity index and free fatty acids content and showed greater elasticity and adhesiveness, as well as lower granularity and hardness. In the sensory evaluation, aftertaste and persistence were higher in these cheeses, being scored with the best overall values.


1974 ◽  
Vol 61 (2) ◽  
pp. 463-472
Author(s):  
P. D. EVANS ◽  
A. C. CROSSLEY

Free amino acid concentrations have been measured in haemolymph samples taken from 3rd instar larvae of the blowfly, Calliphora vicina, at various stages prior to pupariation. The amino acids found in the haemocyte fraction only accounted for 6% of the total free amino acid concentration of the haemolymph. However, a high percentage of the dicarboxylic amino acids, glutamate and aspartate, 62% and 69% respectively, appeared to be sequestered in the haemocyte fraction at 72 h prior to pupariation. The percentage of the other individual amino acids found in the haemocyte fraction represented less than 10% of their amount in whole haemolymph. It is proposed that these results, together with the increase in the haemocyte levels of glutamate observed after injecting larvae with saline containing glutamate, are one of the first indications of a homeostatic function of insect haemocytes with respect to haemolypmh amino acids.


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