ISSN:
1573-3904
Schlagwort(e):
ACP(65–74)
;
coupling reagents
;
HATU
;
HBTU
;
HSTU
;
iminodiacetic acid
;
infrared studies
;
Kyotorphin
;
Leucine Enkephalin
;
solution and solid phase peptide synthesis
;
TCFH
;
TFFH
Quelle:
Springer Online Journal Archives 1860-2000
Thema:
Chemie und Pharmazie
Notizen:
Abstract The IR studies for the preactivation step of N-protected iminodiacetic acid with different coupling reagents (TCFH,TFFH, HATU, HBTU, HSTU) were reported here and showed theformation of an anhydride as an active intermediate in caseof TCFH and TFFH. The formation of a mixture of an anhydrideand an active ester (–OBt, –OAt or –OSu) were observed forHBTU, HATU or HSTU coupling reagent. Dependent on the couplingconditions, acylation of N-protected iminodiacetic acid with amino acid ester or amide derivatives in solution phase gavemono- or di-substituted iminodiacetic acid derivatives. Couplingof N-protected iminodiacetic acid with an amino acid or peptideattached to a solid support (PAL-PEG-PS or Wang resin) gave onlythe monosubstituted iminodiacetic acid derivatives.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1023/A:1013070110762
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