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1.
J Pept Sci ; 30(2): e3538, 2024 Feb.
Article in English | MEDLINE | ID: mdl-37609959

ABSTRACT

Morpholine, which scores 7.5 in terms of greenness and is not a regulated substance, could be considered a strong contender for Fmoc removal in solid-phase peptide synthesis (SPPS). Morpholine in dimethylformamide (DMF) (50%-60%) efficiently removes Fmoc in SPPS, minimizes the formation of diketopiperazine, and almost avoids the aspartimide formation. As a proof of concept, somatostatin has been synthesized using 50% morpholine in DMF with the same purity as when using 20% piperidine-DMF.


Subject(s)
Fluorenes , Solid-Phase Synthesis Techniques , Fluorenes/chemistry , Morpholines
2.
Chimia (Aarau) ; 75(6): 476-479, 2021 Jun 30.
Article in English | MEDLINE | ID: mdl-34233807

ABSTRACT

Since its foundation in 1971, Bachem has grown sustainably over the last 50 years and is excellently positioned as the leading company for the development and production of TIDES i.e. peptides and oligonucleotides. Bachem's success relies on its commitment to manufacturing high-quality active pharmaceutical ingredients (APIs) alongside its continual passion for innovative chemistry and technologies. This review aims at summarizing improvements in high-quality peptide manufacturing as well as recent advances towards sustainable and innovative technology in peptide chemistry, thereby reducing the environmental footprint.


Subject(s)
Drug Industry , Pharmaceutical Preparations , Peptides , Quality Control
3.
Bioorg Med Chem ; 10(1): 97-101, 2002 Jan.
Article in English | MEDLINE | ID: mdl-11738611

ABSTRACT

In order to study the long-range radical transfer in the Escherichia coli ribonucleotide reductase (RNR), caged cytidine 5'-diphosphate (CDP) 1 was synthesized, which contains the photolabile (7-diethylaminocoumarin-4-yl)methyl moiety. The caged CDP 1 triggers the release of CDP when irradiated at wavelengths between 365 and 436 nm. The rate constant of the formation of alcohol 2 and cytidine 5'-diphosphate 3 is 2x10(8) s(-1) and the quantum efficiency for the disappearance of caged CDP 1 is 2.9%.


Subject(s)
Coumarins/chemistry , Cytidine Diphosphate/chemistry , Mass Spectrometry/methods , Ribonucleotide Reductases/chemistry , Hydrolysis
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