Literature DB >> 7358458

Preparation and properties of Nalpha-9-fluorenylmethyloxycarbonylamino acids bearing tert.-butyl side chain protection.

C D Chang, M Waki, M Ahmad, J Meienhofer, E O Lundell, J D Haug.   

Abstract

The preparation is described by several Nalpha-9-fluorenylmethyloxycarbonylamino acids and derivatives bearing tert.-butyl type side-chain protection of amine, carboxyl, guanido, hydroxyl, imidazol, and sulfhydryl functionalities. Physicochemical properties of these compounds have been determined. Cleavage of the Fmoc group by various amines appears to depend on the base strength and steric hindrance. Premature deblocking of Fmoc group by amine on solid support is very slow and may be negligible under the conditions of solid-phase synthesis.

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Year:  1980        PMID: 7358458     DOI: 10.1111/j.1399-3011.1980.tb02550.x

Source DB:  PubMed          Journal:  Int J Pept Protein Res        ISSN: 0367-8377


  19 in total

1.  Histidines, heart of the hydrogen ion channel from influenza A virus: toward an understanding of conductance and proton selectivity.

Authors:  Jun Hu; Riqiang Fu; Katsuyuki Nishimura; Li Zhang; Huan-Xiang Zhou; David D Busath; Viksita Vijayvergiya; Timothy A Cross
Journal:  Proc Natl Acad Sci U S A       Date:  2006-04-21       Impact factor: 11.205

2.  Analysis of local conformation of membrane-bound and polycrystalline peptides by two-dimensional slow-spinning rotor-synchronized MAS exchange spectroscopy.

Authors:  Charles M Gabrys; Jun Yang; David P Weliky
Journal:  J Biomol NMR       Date:  2003-05       Impact factor: 2.835

3.  Beta-peptides with improved affinity for hDM2 and hDMX.

Authors:  Elizabeth A Harker; Douglas S Daniels; Danielle A Guarracino; Alanna Schepartz
Journal:  Bioorg Med Chem       Date:  2009-01-23       Impact factor: 3.641

4.  Probing hydrogen bonds in the antibody-bound HIV-1 gp120 V3 loop by solid state NMR REDOR measurements.

Authors:  J J Balbach; J Yang; D P Weliky; P J Steinbach; V Tugarinov; J Anglister; R Tycko
Journal:  J Biomol NMR       Date:  2000-04       Impact factor: 2.835

5.  Solid-phase peptide synthesis and solid-state NMR spectroscopy of [Ala3-15N][Val1]gramicidin A.

Authors:  G B Fields; C G Fields; J Petefish; H E Van Wart; T A Cross
Journal:  Proc Natl Acad Sci U S A       Date:  1988-03       Impact factor: 11.205

6.  Modulation of receptor binding to collagen by glycosylated 5-hydroxylysine: Chemical biology approaches made feasible by Carpino's Fmoc group.

Authors:  Maré Cudic; Gregg B Fields
Journal:  Pept Sci (Hoboken)       Date:  2020-03-19

7.  Rapid total synthesis of DARPin pE59 and barnase.

Authors:  Surin K Mong; Alexander A Vinogradov; Mark D Simon; Bradley L Pentelute
Journal:  Chembiochem       Date:  2014-03-11       Impact factor: 3.164

8.  Conformational flexibility and strand arrangements of the membrane-associated HIV fusion peptide trimer probed by solid-state NMR spectroscopy.

Authors:  Zhaoxiong Zheng; Rong Yang; Michele L Bodner; David P Weliky
Journal:  Biochemistry       Date:  2006-10-31       Impact factor: 3.162

9.  Design and biological activity of a new generation of synthetic C3a analogues by combination of peptidic and non-peptidic elements.

Authors:  R Gerardy-Schahn; D Ambrosius; M Casaretto; J Grötzinger; D Saunders; A Wollmer; D Brandenburg; D Bitter-Suermann
Journal:  Biochem J       Date:  1988-10-01       Impact factor: 3.857

10.  Nuclear magnetic resonance evidence for retention of a lamellar membrane phase with curvature in the presence of large quantities of the HIV fusion peptide.

Authors:  Charles M Gabrys; Rong Yang; Christopher M Wasniewski; Jun Yang; Christian G Canlas; Wei Qiang; Yan Sun; David P Weliky
Journal:  Biochim Biophys Acta       Date:  2009-07-17
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