scholarly journals Amino Acids and Peptides. XXVII. Solid Phase Synthesis of Fibrinogen-Related Peptides with Disulfide Bond Formed on Solid Support.

1996 ◽  
Vol 44 (5) ◽  
pp. 1107-1110 ◽  
Author(s):  
Masa KAKIUCHI ◽  
Yasuhiro IZUNO ◽  
Mitsuko MAEDA ◽  
Kaori UEDA ◽  
Kazuko FUJIWARA ◽  
...  
Keyword(s):  
Amino Acids ◽  
Disulfide Bond ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Support ◽  
Phase Synthesis

Vasopressin and oxytocin analogs with interchanged sequence of amino acids in positions 7 and 8. synthesis and biological effects

1981 ◽  
Vol 46 (9) ◽  
pp. 2136-2139 ◽  
Author(s):  
Ivo Bláha ◽  
Viktor Krchňák ◽  
Milan Zaoral
Keyword(s):  
Amino Acids ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Biological Effects ◽  
Free Flow ◽  
Protecting Groups ◽  
Pressor Effect ◽  
Phase Synthesis ◽  
Antidiuretic Effect

p-Toluenesulfonyl-S-benzylcysteinyl-tyrosyl-phenylalanyl-glutaminyl-asparaginyl-S-benzylcysteinyl-NG-p-toluenesulfanylarginyl-prolyl-glycineamide (I) and S-benzylcysteinyl-tyrosyl-isoleucyl-glutaminyl-asparaginyl-S-benzylcysteinyl-leucyl-prolyl-glycine amide (III) were prepared by solid phase synthesis. After removal of the protecting groups, closure of the disulfide ring, and purification by continuous free-flow electrophoresis [arginine7, proline8]vasopressin (II) and [leucine7, proline8]oxytocin (IV) were obtained. The antidiuretic effect of II is markedly higher than its pressor effect; IV possesses c. 6% of the uterotonic and c. 10% of the galactogogous effect of oxytocin.

Diaminodiacid-Based Solid-Phase Synthesis of Peptide Disulfide Bond Mimics

2013 ◽  
Vol 125 (36) ◽  
pp. 9737-9741 ◽  
Author(s):  
Hong-Kui Cui ◽  
Ye Guo ◽  
Yao He ◽  
Feng-Liang Wang ◽  
Hao-Nan Chang ◽  
...  
Keyword(s):  
Disulfide Bond ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Phase Synthesis

scholarly journals The Breaking Beads Approach for Photocleavage from Solid Support

2020 ◽  
Author(s):  
yasmeen bakhatan ◽  
Israel Alshanski ◽  
Dana Grunhaus ◽  
Mattan Hurevich
Keyword(s):  
Continuous Flow ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
High Energy ◽  
Solid Support ◽  
Phase Synthesis ◽  
Polystyrene Beads ◽  
Magnetic Stirring ◽  
Photolabile Linkers

Photocleavage from polystyrene beads is a pivotal reaction for solid phase synthesis that relies on photolabile linkers. The photocleavage, usually performed by batch irradiation, suffers from incomplete and slow cleavage. To overcome these issues, continuous flow and high-energy lamps are frequently used, but these setups are hazardous, technically challenging, and expensive. We developed a photocleavage approach that relies on a benchtop LED lamp and magnetic stirring. In this approach, we crush the beads instead of keeping their integrity to increase the yield of photocleavage. This approach proved very efficient for photocleavage of protected oligosaccharides.

Solid Phase Synthesis of a Somatostatin Amide Analogue Using Acid Labile t-Bumeoc Protection and an Acid Labile Anchor Group

1992 ◽  
Vol 57 (8) ◽  
pp. 1707-1718
Author(s):  
Wolfgang Voelter ◽  
Gerhard Breipohl ◽  
Chryssa Tzougraki ◽  
Eveline Jungfleisch-Turgut
Keyword(s):  
Amino Acids ◽  
Acetic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Somatostatin Analogue ◽  
Phase Synthesis ◽  
Anchor Group ◽  
Amide Form ◽  
Polystyrene Resin ◽  
Acid Labile

The solid phase synthesis of an amidated somatostatin analogue based on the principle of differentiated acidolysis is described. The acid labile and smoothly cleavable t-Bumeoc moiety (1% TFA/DCM) is used for temporary Nα-protection of D- and L-amino acids and [4-[[[9H-fluoren-9-yl-methoxycarbonyl]amino](4-methoxyphenyl)methyl]-2-methylphenoxy]acetic acid, attached to an aminomethylated polystyrene resin is used as acid sensitive linker of the solid carrier which releases the peptide in its amide form by treatment with TFA. Its preparation is described in detail.

Festphasensynthese von Muramyldipeptiden an isomeren Trialkoxybenzylamin-Harzen / Solid Phase Synthesis of Muramyl Dipeptides on Isomeric Trialkoxybenzylamine Resins

1998 ◽  
Vol 53 (7) ◽  
pp. 753-764 ◽  
Author(s):  
Hans-Jürgen Kohlbaua ◽  
Jochen Tschakert ◽  
Raed A. Al-Qawasmeh ◽  
Tanveer Ahmad Nizamì ◽  
Abdul Malik ◽  
...  
Keyword(s):  
Amino Acids ◽  
Trifluoroacetic Acid ◽  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Subsequent Treatment ◽  
Phase Synthesis ◽  
Merrifield Resin

Abstract New isomeric trialkoxybenzylamine resins are developed coupling phthalimidomethyl-3,5-dimethoxyphenols to the Merrifield resin, followed by subsequent treatment with hydrazine. The generated benzylamine function allows DCC coupling w ith the carboxyl function of amino acids and peptides which are removed as amides after treatment with trifluoroacetic acid. These new trialkoxybenzylamine resins allow expeditious syntheses of peptide amides and glycopeptide amides as is demonstrated for muramyl peptides and analogues.

A New Linker for Solid-Phase Synthesis of Oligonucleotides with Terminal Phosphate Group

2008 ◽  
Vol 73 (1) ◽  
pp. 32-43 ◽  
Author(s):  
Ondřej Pačes ◽  
Zdeněk Točík ◽  
Ivan Rosenberg
Keyword(s):  
Solid Phase Synthesis ◽  
Solid Phase ◽  
Solid Support ◽  
Phosphate Group ◽  
Phase Synthesis ◽  
Terminal Phosphate Group

Synthesis of a novel cyanoethyl-type linker suitable for the solid-phase synthesis of oligodeoxynucleotides possessing terminal 3'-phosphate group is described. Since the linker is a 2-substituted 2-cyanoethanol, the release of the synthesized oligonucleotide from the solid support is accomplished by β-elimination in the ammonia deprotection step.

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