A chromatographic assay has been developed to quantitate racemization occurring during attachment of protected amino acids to peptide synthesis resins. Acidolytic cleavage of deprotected amino acids from supports and subsequent derivatization with 1-fluoro-2,4-dinitrophenyl-5-L-alanine amide (Marfey
An efficient method for racemization free attachment of 9-fluorenylmethyloxycarbonyl-amino acids to peptide synthesis supports
✍ Scribed by Michael S. Bernatowicz; Thomas Kearney; Richard S. Neves; Hubert Köster
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 253 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
An efficient, general, and racemization free method of covalently attaching No-F'KKXZ protected amino acids to solid supports for peptide synthesis is described. The process involves the preparation of 2,4-dichlorophenyl-Na-Fmoc-aminoaql-4-oxyn~sthylphenoxy acetates which can be used to directly and efficiently acylate am&e furrctionalized polymers.
📜 SIMILAR VOLUMES
The cesium salts of N -9-fluorenylmethyloxycarbonyl (Fmoc) amino acids couple smoothly to new chloro derivatives of alkoxy benryl alcohol resins. While high loading is attained under mild reaction conditions racemization can be suppressed even with Cys and His derivatives.
Thioamides 4 were transformed by two convenient routes to various functionalized enamines 7 containing different electron-withdrawing groups E which on subsequent hydrolysis gave the corresponding methyl ketone derivatives 8. Application of this methodology to obtain modified dipeptides at the carb
A new method for synthesis of 3'-end-phosphorylated DNA oligomers via the phosphoramidite method with allyl protection has been developed. This method is particularly useful for the preparation of derivatives with base-labile structures such as oligoDNA-OPO(OH)OCH2CH(R)Z, in which Z is an electron-w