𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Facile production of mono-substituted urea side chains in solid phase peptide synthesis

✍ Scribed by Maria L. Diss; Alan J. Kennan

Publisher
Wiley (John Wiley & Sons)
Year
2007
Tongue
English
Weight
193 KB
Volume
86
Category
Article
ISSN
0006-3525

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

A method is reported for the straightforward generation of urea‐containing peptides during Boc solid phase peptide synthesis. Primary amine side chains are converted to mono‐alkyl ureas in two steps via an intermediate p‐nitrophenyl carbamate. Use of p‐methoxybenzyl amine as an ammonia equivalent affords mono‐alkyl final products from standard resin cleavage methods, without the need for additional steps. The reaction is highly efficient and applicable to variable length side chains and peptides. © 2007 Wiley Periodicals, Inc. Biopolymers 86: 276–281, 2007.

This article was originally published online as an accepted preprint. The “Published Online” date corresponds to the preprint version. You can request a copy of the preprint by emailing the Biopolymers editorial office at [email protected]

📜 SIMILAR VOLUMES

Solid phase synthesis of cyclic peptides
Solid phase synthesis of cyclic peptides: model studies involving i−(i+4) side chain-to-side chain cyclisation
✍ Vittoria Cavallaro; Philip Thompson; Milton Hearn 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 131 KB 👁 2 views

Conditions for the synthesis of i -(i +4) side chain-to-side chain head-to-tail Lys Glu and Glu Lys linked cyclic peptides related to hypoglycaemic analogues of human growth hormone hGH [6-13] have been examined. The success of the cyclisation reaction with the corresponding resin-bound, partially p

Side-chain anchoring strategy for solid-
Side-chain anchoring strategy for solid-phase synthesis of peptide acids with C-terminal cysteine
✍ George Barany; Yongxin Han; Balazs Hargittai; Rong-Qiang Liu; Jaya T. Varkey 📂 Article 📅 2003 🏛 Wiley (John Wiley & Sons) 🌐 English ⚖ 174 KB 👁 2 views

## Abstract Many naturally occurring peptide acids, e.g., somatostatins, conotoxins, and defensins, contain a cysteine residue at the C‐terminus. Furthermore, installation of C‐terminal cysteine onto epitopic peptide sequences as a preliminary to conjugating such structures to carrier proteins is a

ChemInform Abstract: Solid-Phase Synthes
ChemInform Abstract: Solid-Phase Synthesis of Peptide, Peptidomimetics, and Cyclic Peptides Using Traceless Aromatic Side-Chain Tethered Building Blocks
✍ Younghee Lee; Richard B. Silvermann 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 25 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v