173390-91-5

Basic information

• Product Name: (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid
• Synonyms: (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid
• CAS NO: 173390-91-5
• Molecular Weight: 404.461
• Mol File: 173390-91-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid(173390-91-5)
• EPA Substance Registry System: (2R,7R)-2,7-bis[(tert-butoxycarbonyl)amino]octanedioic acid(173390-91-5)

Safety Data

• Hazardous Substances Data: 173390-91-5(Hazardous Substances Data)

Upstream product

• 54594-06-8 D-allylglycine 

Relevant articles and documents

High Affinity Agonists of the Neuropeptide y (NPY) Y4 Receptor Derived from the C-Terminal Pentapeptide of Human Pancreatic Polypeptide (hPP): Synthesis, Stereochemical Discrimination, and Radiolabeling

The diastereomeric mixture of d/l-2,7-diaminooctanedioyl-bis(YRLRY-NH2) (BVD-74D, 2) was described in the literature as a high affinity Y4 receptor agonist. Here we report on the synthesis and pharmacological characterization of the pure diastereomers (2R,7R)- and (2S,7S)-2 and a series of homo- and heterodimeric analogues in which octanedioic acid was used as an achiral linker. To investigate the role of the Arg residues, one or two arginines were replaced by Ala. Moreover, Nω-(6-aminohexylaminocarbonyl)Arg was introduced as an arginine replacement (17). (2R,7R)-2 was superior to (2S,7S)-2 in binding and functional cellular assays and equipotent with 17. [3H]Propionylation of one amino group in the linker of (2R,7R)-2 or at the primary amino group in 17 resulted in high affinity Y4R radioligands ([3H]-(2R,7R)-10, [3H]18) with subnanomolar Kd values.