Studies on the Use of Silyl Compounds for Protein Carboxy-Terminal Sequence Analysis

Miller, Chad G.; Kong, Cheng-Te; Shively, John E.

doi:10.1016/b978-0-12-682001-0.50014-2

Cited by 6 publications

(1 citation statement)

References 7 publications

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“…Thiocyanates are important members of pseudohalides. Their applications are versatile; they cover the sequence analysis of proteins (Edman degradation), semiconductor photoreceptors, insecticides and fungicides. , They are used in the production of polyurethanes, a wide range of copolymers and abrasion-resistant polymers, solid polymer electrolytes, etc. They are ubiquitously present in plants (e.g., beetroot and horseradish) and are produced in large quantities in damaged plant cells.…”

Section: Introductionmentioning

confidence: 99%

NaSCN: Striking Differences between Its Gas-Phase and Crystal-Phase Structure: A Theoretical Study

2004

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A detailed investigation of the gas-phase and crystal-phase structure of sodium thiocyanate has been presented. Using highly sophisticated ab initio calculations (MP2, QCISD, CCSD(T), CBS-Q), the existence of the four-membered ring monomer has been predicted. Three minima have been found on the PES of the NaSCN dimers using HF, B3LYP, and MP2 methods, and two of these have been identified as the main building blocks of the NaSCN crystal. The systematic enlargement of the clusters along the crystal axes at the HF level led to the convergence of the geometrical parameters and the interaction energy of the clusters. According to our results, the supermolecule model with one layer of molecules around the central molecule is not large enough to simulate the overall crystal structure of NaSCN, but the supermolecule model with a 17-member supermolecule (two layers of neighbors) has been successfully applied and found to be in excellent agreement with the experimental data, the principal findings, and point out major conclusions.

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Section: Introductionmentioning

confidence: 99%

NaSCN: Striking Differences between Its Gas-Phase and Crystal-Phase Structure: A Theoretical Study

2004

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Schlack‐Kumpf Reaction

2010

Comprehensive Organic Name Reactions and Reagents

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The synthesis of 2‐thiohydantoins from α‐amino acids with thiocyanate and acetic anhydride is simply called as the Johnson reaction. This reaction has been used to sequence peptides and proteins from the C‐terminal therefore, this reaction is known as the Schlack–Kumpf reaction. The study finds that C‐terminal amino acids and other amino acids have difficulty forming the corresponding 2‐thiohydantoin derivatives. This reaction has been used for the preparation of 2‐thiohydantoins and for the sequencing of peptide.

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Carboxylic acid‐modified polyethylene: A novel support for the covalent immobilization of polypeptides for C‐terminal sequencing

1992

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We have developed a method for the covalent immobilization of peptides, for the purpose of C-terminal sequencing, to a novel solid support, carboxylic acid-modified polyethylene (PE-COOH) film. The peptides are attached by coupling the N-terminal amino group to the activated carboxyl groups of the film. Reagents for carboxyl group activation, including 1,3-dicyclohexylcarbodiimide (DCC), 1,l'-carbonyldiimidazole (CDI), l-ethyl-3-(3-dimethylaminopropy1)carbodiimide hydrochloride (EDC), benzotriazol-l-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP), and 1,3-diisopropylcarbodiimide (DICD) were compared. The best yields were obtained with DCC for a variety of tested peptides and averaged approximately 50%. The covalent attachment at pH 6.7 of peptides was shown to occur predominantly through the a-amino group for the peptide, SIGSLAK, which after attachment to the PE-COOH support permitted the C-terminal lysine residue to be sequenced in good yield, indicating that the €-amino group of lysine is not covalently attached. This support offers a number of advantages over other solid supports, such as silica and polyvinylidene difluoride, for C-terminal sequencing including (1) stability to base and the high temperatures (65 "C) employed for C-terminal sequencing, (2) wettability with both aqueous and organic solvents, (3) a high capacity (1.6 nmol/mm2) for covalent coupling of polypeptides, and (4) easy divisibility into 1 X 5-mm pieces for use in our continuous flow reactor (CFR), which is also used for automated N-terminal sequencing (Shively,

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Studies on the Use of Silyl Compounds for Protein Carboxy-Terminal Sequence Analysis

Cited by 6 publications

References 7 publications

NaSCN: Striking Differences between Its Gas-Phase and Crystal-Phase Structure: A Theoretical Study

NaSCN: Striking Differences between Its Gas-Phase and Crystal-Phase Structure: A Theoretical Study

Schlack‐Kumpf Reaction

Carboxylic acid‐modified polyethylene: A novel support for the covalent immobilization of polypeptides for C‐terminal sequencing

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