ISSN:
0947-3440
Keywords:
Peptaibol
;
Zervamicin
;
Synthesis
;
Aib
;
Fmoc
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The isotopically labelled C-terminal fragment of zervamicin, H-Hyp10-[4,4-2H2-Gln]-Aib-Hyp-Aib-Pro-Phl16, has been synthesized in solution by a Fmoc/tert-butyl strategy in 28% overall yield. The Fmoc group was removed by reaction for 2 min with 0.1 M NaOH in dioxane/methanol/water, (30:9:1, v:v:v). The couplings of the sterically hindered Aib residues were achieved by means of either BOP/DMAP activation or Fmoc-Aib-Cl. Acid deprotection of the peptide was performed by reaction with 50% TFA in CH2Cl2 for 30 min without significant cleavage of the acid-labile Aib-Pro and Aib-Hyp peptide bonds.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970109
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