Synthesis of the Simple Peptide Model Ac-Abu(PO3H2)-NHMe

1992 ◽  
Vol 45 (4) ◽  
pp. 777 ◽  
Author(s):  
RM Valerio ◽  
JW Perich ◽  
PF Alewood ◽  
G Tong ◽  
RB Johns
Keyword(s):  
Acetic Acid ◽  
Simple Model ◽  
Acid Derivative ◽  
Peptide Synthesis ◽  
Solution Phase ◽  
Quantitative Yield ◽  
Initial Reaction ◽  
Mixed Anhydride ◽  
Butanoic Acid ◽  
Acid Cleavage

The simple model substrate AC-L-Abu(PO3H2)- NHMe was prepared by the use of the protected 4( diethylphosphono ) butanoic acid derivative Boc -Abu(PO3Et2)-OH in the Boc mode of solution phase peptide synthesis. The protected peptide model Ac-Abu(P03Et2)- NHMe was prepared by initial reaction of the isobutoxycarbonyl mixed anhydride of Boc-Abu(PO3Et2)-OH with N-methylamine followed by cleavage of the Boc group from Boc -Abu(PO3Et2)- NHMe with 4 M HCl/dioxan and N- acetylation of H-Abu(PO3Et2)-NHMe.HCl with the isobutoxycarbonyl mixed anhydride of acetic acid. Cleavage of the phosphonate ethyl groups was effected with 33% hydrogen bromidelacetic acid or 10% bromotrimethylsilane/acetonitrile to give AC-L-Abu(PO3H2)-NHMe in near-quantitative yield.

Synthesis of Casein-Related Peptides and Phosphopeptides. IX. A Modified Method for the Synthesis of Ser(P) Peptides by Using Ppoc-Ser(PO3bzl2)-OH

1991 ◽  
Vol 44 (3) ◽  
pp. 377 ◽  
Author(s):  
JW Perich ◽  
PF Alewood ◽  
RB Johns
Keyword(s):  
Acetic Acid ◽  
Formic Acid ◽  
Hydrogen Chloride ◽  
Peptide Synthesis ◽  
Stability Study ◽  
Solution Phase ◽  
Alternative Procedure ◽  
Modified Method ◽  
Step Procedure ◽  
Phosphate Groups

Benzyl phosphate groups were found to be sensitive to acid conditions, and a stability study with dibenzyl isobutyl phosphate under various acid conditions is described. While extensive acidolytic debenzylation of the dibenzyl phosphorotriester occurred on treatment with either 4 M hydrogen chloride/ dioxan or 50% trifluoroacetic acid/dichloromethane, only minor benzyl loss occurred with the use of formic acid or 1 M hydrogen chloride/acetic acid. Minimization of benzyl phosphate loss during the synthesis of a Ser(PO3Bzl2)-containing tripeptide was effected by the use of 98% formic acid (or 1 M hydrogen chloride/acetic acid) for the cleavage of the Boc group from Boc -Ser(PO3Bzl2)- Leu-OBzl . In an alternative procedure, the protected 2-phenylisopropyloxycarbonyl derivative, Ppoc -Ser(PO3Bzl2)-OH was prepared by an efficient four-step procedure and was used in a solution-phase peptide synthesis for the high yielding preparation of Boc-Glu ( OBzl )-Ser(PO3Bzl2)- Leu-OBzl . The protected Ser(PO3Bzl2) tripeptide was deprotected by palladium- catalysed hydrogenolysis in formic acid and gave Glu -Ser(P)-Leu in near-quantitative yield.

scholarly journals Application of an Automated Synthesis Suite to Parallel Solution-Phase Peptide Synthesis.

2001 ◽  
Vol 49 (9) ◽  
pp. 1147-1154 ◽  
Author(s):  
Noritaka KURODA ◽  
Taeko HATTORI ◽  
Yoko FUJIOKA ◽  
David G. CORK ◽  
Chieko KITADA ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Solution Phase ◽  
Automated Synthesis ◽  
Parallel Solution

scholarly journals Cellulose Compound of Cacao Waste and Chemical Composition of Cacao Vinegar with GC-MS Method

2018 ◽  
Vol 2 (3) ◽  
pp. 191 ◽  
Author(s):  
Mohammad Wijaya. M ◽  
Muhammad Wiharto ◽  
Muhammad Anwar
Keyword(s):  
Acetic Acid ◽  
Chemical Composition ◽  
Pyrolysis Temperature ◽  
Propanoic Acid ◽  
Cellulose Content ◽  
Butanoic Acid ◽  
Liquid Smoke ◽  
Eds Analysis ◽  
Shell Waste ◽  
Cocoa Shell

<p>Potential of cacao resources at Indonesian is very dependent on the production of cacao produced by farmers and plantation availability. However, the cacao processing results are still not optimal to increase the cacao production. This is due to the disruption of pests and the number of cacao farmers over land functions for fast growing plants. Processing cacao produced cacao waste and with the use of pyrolysis technology is able to cope with the accumulation of plantation waste. This combustion results in liquid smoke of cacao (cacao vinegar) into distillate, charcoal. This study used pyrolysis temperature between 100-500 °C. The aim of this research is to analyze the cocoa waste and the results are cellulose content 17,27%, lignin 52,02% and hemicellulose 19,56%. The results of GC-MS analysis for cacao vinegar of Distric Wajo are acetic acid, n butane, methyl ester, propanoic acid, butanoic acid, cyclopenanone, 2 methyl pyridine, acetyloxy 2 propanone, butyrolactone, tetrahydro 2 furan methanol, 2,3 dimethyl 2 cyclopentene 1 on and Mequinol. The water content of the charcoal of cacao shell from Wajo district is 3.42%. The analysis results of the bound carbon content of activated charcoal of cacao shell is 54.45%. The EDS analysis for cacao shell from Wajo district resulted in C: 61.12%, O: 36.65%, Si: 0.59%, P: 1.48% and Al: 0.17%. Utilization of cocoa shell waste using pyrolysis technology can reduce carbon emissions to the environment. So that the development of everything can continue and the sustainability of forest remain sustainable.</p><p> </p>

Solution phase peptide synthesis with ferrocenyl amino acid derivatives

2001 ◽  
Vol 637-639 ◽  
pp. 349-355 ◽  
Author(s):  
Jan Sehnert ◽  
Alexandra Hess ◽  
Nils Metzler-Nolte
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solution Phase ◽  
Amino Acid Derivatives

scholarly journals Gut Microbiota Alterations from Three-Strain Yogurt Formulation Treatments in Slow-Transit Constipation

2020 ◽  
Vol 2020 ◽  
pp. 1-9
Author(s):  
Xiao-Ran Li ◽  
Chen-Jian Liu ◽  
Xiao-Dan Tang ◽  
He-Ming Zhang ◽  
Yi-Yong Luo ◽  
...  
Keyword(s):  
Acetic Acid ◽  
Gut Microbiota ◽  
Short Chain Fatty Acid ◽  
Intestinal Bacteria ◽  
Chain Fatty Acid ◽  
Slow Transit Constipation ◽  
Butanoic Acid ◽  
Treatment Groups ◽  
Slow Transit ◽  
Transit Constipation

The objective of this study was to evaluate the effects of a three-strain yogurt formulation in slow-transit constipation (STC) patients. Each individual in both treatment groups consumed 250 mL of the formulated yogurt daily for a week (7 days), and fecal samples were collected for gut microbiota and short-chain fatty acid (SCFA) analyses. A significant increase in the defection frequency (p<0.001) and bacterial diversity (p=0.027) at the 100% sequence homology level and a decrease in the concentrations of acetic acid (p=0.014), propionic acid (p=0.019), and butanoic acid (p=0.005) were observed after the STC patients consumed three-strain yogurt formulation. In addition, the consumption of the three-strain yogurt formulation significantly altered the composition of the intestinal bacteria in the STC patients. The relative abundances of 23 genera in the top dominating genera were altered significantly after the STC patients consumed the yogurt. In summary, the consumption of 250 mL day− the three-strain yogurt formulation described in this study can play a role in improving the symptoms of STC.

Application of AlMe3-mediated amidation reactions to solution phase peptide synthesis

1998 ◽  
Vol 39 (12) ◽  
pp. 1517-1520 ◽  
Author(s):  
Stephen F. Martin ◽  
Michael P. Dwyer ◽  
Christopher L. Lynch
Keyword(s):  
Peptide Synthesis ◽  
Solution Phase
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