Synthesis of Casein-Related Peptides and Phosphopeptides. XVI. The Efficient Synthesis of the Casein-Related O-Phosphoseryl-Containing Peptide Ac-Glu-Ser(P)-Leu-Ser(P)-Ser(P)-Ser(P)-Glu-Glu-NHMe

1992 ◽  
Vol 45 (2) ◽  
pp. 385 ◽  
Author(s):  
JW Perich ◽  
RB Johns ◽  
EC Reynolds
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Amino Acid Analysis ◽  
Platinum Oxide ◽  
High Yield ◽  
Efficient Synthesis ◽  
Mixed Anhydride ◽  
Coupling Procedure ◽  
One Step

The multiple-O-phosphoseryl-containing peptide, Ac-Glu-Ser (P)-Leu-Ser (P)-Ser (P)-Ser (P)-Glu-Glu-NHMe, was prepared in high yield by the use of Boc-Ser(PO3Ph2)-OH in the Boc mode of peptide synthesis for the preparation of the protected Ser(PO3Ph2)-octapeptide followed by its one-step hydrogenolytic deprotection with platinum oxide. Peptide synthesis was performed by the repetitive excess mixed-anhydride coupling procedure and 40% CF3CO2H/CH2Cl2 for removal of the Boc group from intermediate peptides. The phosphopeptide was found to be greater than 99% pure by C8 r.p.-h.p.1.c. analysis, and was readily characterized by amino acid analysis, 13C n.m.r. spectroscopy and f.a.b. mass spectrometry.

Rapid and quantitative blood amino acid analysis by chemical ionization mass spectrometry

1977 ◽  
Vol 4 (3) ◽  
pp. 178-181 ◽  
Author(s):  
John M. L. Mee ◽  
John Korth ◽  
Berthold Halpern ◽  
Lewis B. James
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Amino Acid Analysis ◽  
Chemical Ionization ◽  
Ionization Mass Spectrometry ◽  
Chemical Ionization Mass Spectrometry ◽  
Ionization Mass

Synthesis of Casein Related Peptides and Phosphopeptides. XIV. Solid Phase Synthesis of Glu-Ser(P)-Leu Through the Use of Protected Boc-Ser(PO3R2)-OH Derivatives

1991 ◽  
Vol 44 (6) ◽  
pp. 771 ◽  
Author(s):  
JW Perich ◽  
RM Valerio ◽  
PF Alewood ◽  
RB Johns
Keyword(s):  
High Pressure ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Phenyl Group ◽  
High Yield ◽  
Palladium Acetate ◽  
Phase Method ◽  
Phenyl Phosphate ◽  
One Step ◽  
The One

A solid phase method is described for the synthesis of O- phosphoseryl-containing peptides by the use of polystyrene resin (Merrifield) as the peptide support and protected Boc-Ser(PO3R2)-OH derivatives for the incorporation of the phosphorylated seryl residue. The viability of this solid phase approach was demonstrated by the synthesis of HBr.H-Glu-Ser (PO3Et2)-Leu-OH in high yield by the use of Bo -Ser(PO3Et2)-OH in peptide synthesis and subsequent use of HBr/CF3CO2H for cleavage of the Ser(PO3Et2)-containing tripeptide from the resin support. Similarly, the dipeptide, CF3CO2H.H-Ser(P)- Leu -OH, was prepared in high yield by using Boc -Ser(PO3But2)-OH in peptide synthesis followed by the one-step deprotection of the Ser(PO3But2)- dipeptide resin by treatment with HBr/CF3CO2H (90 min). Alternatively, the O-phosphoseryl tripeptide , CF3CO2H.H-Glu-Ser(P)- Leu -OH was prepared by using either Ppoc -Ser(PO3Bzl2)-OH or Boc-Ser(PO3Ph2)-OH in peptide synthesis. The one-step deprotection of the Ser(PO3Bzl2)-containing tripeptide and cleavage of the peptide from the resin support was effected by high-pressure hydrogenolysis (palladium acetate). In the case of phenyl phosphate protection, the Ser(PO3Ph2)-containing peptide was cleaved from the resin support by high-pressure hydrogenolysis (palladium acetate) followed by cleavage of the phenyl phosphate groups by platinum-mediated hydrogenolysis (1.0 equiv. PtO2/phenyl group) in 50% CF3CO2H/AcOH.

Introducing AAA-MS, a Rapid and Sensitive Method for Amino Acid Analysis Using Isotope Dilution and High-Resolution Mass Spectrometry

2012 ◽  
Vol 11 (7) ◽  
pp. 3929-3936 ◽  
Author(s):  
Mathilde Louwagie ◽  
Sylvie Kieffer-Jaquinod ◽  
Véronique Dupierris ◽  
Yohann Couté ◽  
Christophe Bruley ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
High Resolution ◽  
Isotope Dilution ◽  
Amino Acid Analysis ◽  
High Resolution Mass Spectrometry ◽  
High Resolution Mass ◽  
Sensitive Method ◽  
Resolution Mass

A novel amino acid analysis method using derivatization of multiple functional groups followed by liquid chromatography/tandem mass spectrometry

The Analyst ◽  
2015 ◽  
Vol 140 (6) ◽  
pp. 1965-1973 ◽  
Author(s):  
Yohei Sakaguchi ◽  
Tomoya Kinumi ◽  
Taichi Yamazaki ◽  
Akiko Takatsu
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Functional Groups ◽  
Amino Acid Analysis ◽  
Hydroxyl Groups ◽  
Tandem Mass ◽  
Analysis Method ◽  
Chromatography Tandem Mass Spectrometry ◽  
Liquid Chromatography Tandem Mass ◽  
Phenolic Hydroxyl Groups

We have developed a novel amino acid analysis method using derivatization of multiple functional groups (amino, carboxyl, and phenolic hydroxyl groups).

scholarly journals Plasma Amino Acid Analysis by Tandem Mass Spectrometry: A comparison to Amino acid analyzer

2007 ◽  
Vol 21 (5) ◽  
Author(s):  
AbdulRazaq Sokoro ◽  
Denis C Lehotay ◽  
Wayne Hunter ◽  
Diana Schneider
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Tandem Mass Spectrometry ◽  
Amino Acid Analysis ◽  
Plasma Amino Acid ◽  
Tandem Mass ◽  
Amino Acid Analyzer
Sign in / Sign up

Export Citation Format

Share Document