Selective [ 15 N       η    2    ] labelling of an N G ‐propionylated arginine derivative | Zendy

Kleinmaier Roland | Zendy; Gschwind Ruth M. | Zendy

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Selective [ 15 N η 2 ] labelling of an N G ‐propionylated arginine derivative

Author(s) -

Kleinmaier Roland,

Gschwind Ruth M.

Publication year - 2009

Publication title -

journal of labelled compounds and radiopharmaceuticals

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.432

H-Index - 47

eISSN - 1099-1344

pISSN - 0362-4803

DOI - 10.1002/jlcr.1564

Subject(s) - chemistry , reagent , labelling , derivative (finance) , residue (chemistry) , stoichiometry , arginine , ornithine , stereochemistry , chemical synthesis , combinatorial chemistry , medicinal chemistry , amino acid , organic chemistry , biochemistry , financial economics , economics , in vitro

A straightforward convergent synthesis of [ 15 N η 2 ]‐Bz‐Arg(N η ‐propionyl)‐OEt * TFA is presented. In this approach, the guanidinylation reagent [ 15 N 2 ]‐N(boc)‐N′(propionyl)‐ S ‐methylisothiourea is reacted with the side chain amino group of the title compound's ornithine precursor. The guanidinylation step is promoted by stoichiometric addition of HgCl 2 to force completion. This method leads directly to the N G ‐acylated product and the acyl residue is principally modifiable in the last synthetic step of the guanidinylation reagent. Copyright © 2008 John Wiley & Sons, Ltd.

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