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Synthesis of a Macrocycle Based on Linked Amino Acid Mimetics (LAAM).

ABSTRACT: We report the synthesis of a macrocycle utilizing a novel framework of standard amino acids in combination with subunits that we have named as Linked Amino Acid Mimetics (LAAM's). Macrocycles based on the LAAM concept provide both a peptide targeting region and two independently variable functional regions. In the prototype structure, the commonly known Arg-Gly-Asp (RGD) sequence was used for the targeting region. The functional regions contain a phenyl group, and the linkage was formed via a Ring-Closing Metathesis (RCM) reaction.

SUBMITTER: Maxwell DS

PROVIDER: S-EPMC4125026 | biostudies-literature | 2013 Oct

REPOSITORIES: biostudies-literature

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Synthesis of a Macrocycle Based on Linked Amino Acid Mimetics (LAAM).

Maxwell David S DS Sun Duoli D Peng Zhenghong Z Martin Diana V DV Bhanu Prasad Basvoju A BA Bornmann William G WG

Tetrahedron letters 20131001 43

We report the synthesis of a macrocycle utilizing a novel framework of standard amino acids in combination with subunits that we have named as Linked Amino Acid Mimetics (LAAM's). Macrocycles based on the LAAM concept provide both a peptide targeting region and two independently variable functional regions. In the prototype structure, the commonly known Arg-Gly-Asp (RGD) sequence was used for the targeting region. The functional regions contain a phenyl group, and the linkage was formed via a Ri ...[more]

PMID: 25110365

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