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Facile rhenium-peptide conjugate synthesis using a one-pot derived Re(CO)3 reagent.

ABSTRACT: We have synthesized two Re(CO)3-modified lysine complexes (1 and 2), where the metal is attached to the amino acid at the N? position, via a one-pot Schiff base formation reaction. These compounds can be used in the solid phase synthesis of peptides, and to date we have produced four conjugate systems incorporating neurotensin, bombesin, leutenizing hormone releasing hormone, and a nuclear localization sequence. We observed uptake into human umbilical vascular endothelial cells as well as differential uptake depending on peptide sequence identity, as characterized by fluorescence and rhenium elemental analysis.

SUBMITTER: Chanawanno K

PROVIDER: S-EPMC4991029 | biostudies-literature | 2016 Mar

REPOSITORIES: biostudies-literature

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Facile rhenium-peptide conjugate synthesis using a one-pot derived Re(CO)3 reagent.

Chanawanno Kullapa K Kondeti Vinay V Caporoso Joel J Paruchuri Sailaja S Leeper Thomas C TC Herrick Richard S RS Ziegler Christopher J CJ

Dalton transactions (Cambridge, England : 2003) 20160210 11

We have synthesized two Re(CO)3-modified lysine complexes (1 and 2), where the metal is attached to the amino acid at the Nε position, via a one-pot Schiff base formation reaction. These compounds can be used in the solid phase synthesis of peptides, and to date we have produced four conjugate systems incorporating neurotensin, bombesin, leutenizing hormone releasing hormone, and a nuclear localization sequence. We observed uptake into human umbilical vascular endothelial cells as well as differ ...[more]

PMID: 26863280

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Facile solid phase peptide synthesis with a Re-lysine conjugate generated via a one-pot procedure.

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