Side reactions in peptide synthesis

    • [PDF File]Solid-phase peptide synthesis: from standard procedures to ...

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      Dec 13, 2007 · development of peptide synthesi s. Solid phase peptide synthesis (SPPS) offers important advantages over the synthesis in solution, in that coupling reactions can be ca rried out more rapidly and nearly to completion using an excess of the activated amino acid deri-vative, which is removed at the end of the reaction by simple washing operations.

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    • [PDF File]aapptec synthesis guide 2-0 - Peptide

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      Overview of Solid Phase Peptide Synthesis General Solid Phase Peptide Synthesis Scheme The general process for synthesizing peptides on a resin starts by attaching the first amino acid, the C-terminal residue, to the resin. To prevent the polymerization of the amino acid, the alpha amino group and the reactive side chains are protected with a ...

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    • [PDF File]Modern Solid Phase Peptide Synthesis 239 REVIEW

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      As peptide synthesis involves numerous repeti-tive steps, the use of a solid support has obvious advantages. With such a system a large excess of reagents at high concentration can drive coupling reactions to completion. Excess reagents and side products can be separated from the growing and insoluble peptide simply by filtration and washings,

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    • [PDF File]Side reactions of onium coupling reagents BOP and HBTU in ...

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      reactions in peptide synthesis [2, 7—9]. Since the first onium coupling reagents, BOP [10] and HBTU [11], were developed a long time ago, the reaction of Nprotected amino acid with Nter minal amino group on the polymer support has become a standard method of solid phase peptide synthesis. Onium reagents have been also applied

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    • [PDF File]Strategies for Peptide Synthesis: An Overview

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      Nov 04, 2011 · Strategies for Peptide Synthesis: An Overview H2N OH O R H2N R' O OH H2N H N OH R O O R' Peptide Coupling Reagent-H2O ... Uronium reagents: Mechanism and Side Reactions N N N N O R R'NHO R' N H O R HOAt N N N N O N N CH3 CH3 H3C CH3 O O R N N N N O Me2N NMe2 O R NMe2 Me2N O R O N N N N O Intramolecular general base catalysis enhances reactivity H

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    • [PDF File]Peptide Fragmentation/Deletion Side Reactions

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      2 Side Reactions in Peptide Synthesis occurrence of this side reaction is subject to the actual conditions under which the peptide global deprotection is conducted. It is verifi ed that if the referred reaction is processed at 4°C in the absence of any scavengers the acidolysis

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    • [PDF File]Side Reactions in Peptide Synthesis an Overview

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      Side reactions in peptide synthesis: An overview MD. MUZAFFAR-UR-REHMAN*, ASRA JABEEN, MAIMANATH MARIYA Department of Pharmaceutical Chemistry, Sultan-Ul-Uloom College of Pharmacy, Mount Pleasant ...

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    • [PDF File]SIDE REACTIONS IN PEPTIDES

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      The possible side reactions that can occur during peptide synthesis and their mechanism are described below. Mechanism of side reactions By proton abstraction Abstraction of acidic proton in presence of a base from carboxyl group results in carboxylate anion which prevents the formation of another anionic ester at α-carbon.

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    • [PDF File]Chemistry of peptide synthesis

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      to solid-phase synthesis, side-chain protection and side reactions, amplification on coupling methods, and miscellaneous topics. Points to note are that esters that undergo aminolysis are referred to as activated esters, which is why they react, and not active esters, and that in two cases two abbreviations (Z and Cbz; HOObt and

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    • [PDF File]Unparalleled Solid Phase Peptide Peptide Synthesis

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      Solid Phase Peptide Synthesis (HE-SPPS) HE-SPPS is a significant advancement for solid phase peptide synthesis. It originates from our pioneering work in developing microwave assisted SPPS, introduced at the 2003 American Peptide Symposium.1 At this time, we introduced a new process for making peptides, based on the use of microwave energy for

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    • [PDF File]Solid Phase Peptide Synthesis - Bachem

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      Side Reactions of Methionine 40 6.8. N-O Shift 40 7. Standard Fmoc Cycle 40 8. References 41. Solid-Phase Peptide Synthesis 4 5 III Boc Based SPPS 46 1. Resins 46 1.1. Resins for the Synthesis of Peptide Acids 46 Chloromethyl polystyrene (Merrifield resin) ... Solid-Phase Peptide Synthesis) + ...

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    • [PDF File]Peptide Synthesis - Sigma-Aldrich

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      application of acid chlorides in peptide synthesis is restricted, because they are prone to side reactions and racemization. In spite of this disadvantage, acid chlorides are frequently recommended to link extremely hindered or achiral amino acids. 1-Chloro-N,N,2-trimethyl-1-propenylamine, developed by Ghosez, enables the

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    • Evolution of amide bond formation - ARKAT USA, Inc ...

      Evolution of amide bond formation Madeleine M. Joullié and Kenneth M. Lassen ... A common problem in peptide synthesis is the racemization of the amino acid, usually through 5(4H)-oxazolone (azlactone) formation and other side reactions. Understanding the mechanisms ... (azlactone) formation and other side reactions. Understanding the ...

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    • [PDF File]SIDE REACTIONS IN PEPTIDES - ResearchGate

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      Side reactions in peptide synthesis: An overview MD. MUZAFFAR-UR-REHMAN*, ASRA JABEEN, MAIMANATH MARIYA Department of Pharmaceutical Chemistry, Sultan-Ul-Uloom College of Pharmacy, Mount Pleasant ...

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