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0009520312
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note
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Abbreviations: Ac=acetyl, ACN=acetonitrile, Boc=t-butoxycarbonyl, Bz=benzoyl, CNE=2-cyanoethyl, CPG=controlled pore glass, DBU=1,8-diazabicyclo[5.4.0]undec-7-ene, DCC=N,N'-dicyclohexyl-carbodiimide, DCHA=dicyclohexylamine, DCM=dichloromethane, DIEA=N-ethyl-N,N-diisopropylamine, DIPC=N,N'-diisopropylcarbodiimide, DMT=4,4'-dimethoxytrityl, DMAP=4-N,N-dimethylaminopyridine Dnp=2,4-dinitrophenyl, Fm=9-fluorenylmethyl, Fmoc=9-fluorenylmethoxycarbonyl, For=formyl, HMFS=2-(9-oxymethylfluorenyl)succinyl, HOBt=1-hydroxybenzotriazole, Hse=homoserine, iBu=isobutyryl, IRAA=internal reference amino acid, MBHA=p-methylbenzhydrylamine, MPLC=medium pressure liquid chromatography, N=nucleoside, NBA=nitrobenzyl alcohol, Nbn=4-nitrobenzyl, NMI=N-methylimidazole, NPE=4-(2-oxyethyl)-3-nitrobenzoyl, PAGE=polyacrylamide gel electrophoresis, Pam=phenylacetamidomethyl, Phac=phenylacetyl, R =resin (solid matrix), SAX=strong anion exchange, TBAF=tetrabutylaminonium fluoride, S-pdNNN...: phosphorothioated oligonucleotide, TEA=triethylamine, Tfa=trifluoroacetyl, TFA=trifluoroacetic acid, THAP=trihydroxyacetophenone, Tm=melting temperature, TMS=trimethylsilyl, Tos=tosyl.
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Detachment of tyrosine-nucleopeptides from the resin by treatment with the non-nucleophile base DBU, followed by ammonia nucleobase deprotection, should afford a single product (C-terminal acid) without cleavage of the linking phosphodiester bond
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