Fmoc-L-Ala(BCP)-OH

Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-3-(bicyclo[1.1.1]pentan-1-yl)-L-alanine // Synonyms: Fmoc-Ala(BCP)-OH, 3-Bicyclo[1.1.1]pent-1-yl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

  • Product code:SCX1240
  • CAS No.:2095488-98-3
  • Formula:C23H23NO4
  • Storage temperature:2-8°C
  • Molecular weight:377.43 g/mol

from €2,600.00

Grouped product items
Qty Packing unit Price SKU Availability
250 mg
€2,600.00
SCX1240.0250
11-20 business days
1 g
€4,300.00
SCX1240.1000
11-20 business days
5 g
€8,650.00
SCX1240.5000
11-20 business days
Safety Data Sheets
description

Phenol groups bearing drugs suffer rapid first-pass metabolism to glucuronide and sulfate conjugates, resulting in low bioavailability and low plasma concentrations.

An isosteric and biocompatible replacement of phenyl rings is the BCP moiety (bicyclo[1.1.1]pentane). This hypothesis has been successfully demonstrated in the case of Resveratrol: BCP-Resveratrol shows significantly improved half-life in plasma and intrinsic clearance. Metabolite formation, like glucuronide and sulfate conjugation is drastically reduced.


references

Toward Resolving the Resveratrol Conundrum: Synthesis and in Vivo Pharmacokinetic Evaluation of BCP–Resveratrol. Y. L. Goh, Y. T. Cui, V. Pendharkar, and V. A. Adsool; ACS Med. Chem. Lett. 2017; 8: 516-520. https://doi.org/10.1021/acsmedchemlett.7b00018.


A practical metal-free homolytic aromatic alkylation protocol for the synthesis of 3-(pyrazin-2-yl)bicyclo[1.1.1]pentane-1-carboxylic acid. N. T. Thirumoorthi, V. A. Adsool; Org. Biomol. Chem. 2016; 14: 9485-9489. https://doi.org/10.1039/c6ob01799a.


Expedient synthesis of 3-phenylbicyclo[1.1.1]pentan-1-amine via metal-free homolytic aromatic alkylation of benzene. N. T. Thirumoorthi, C. J. Shen, V. A. Adsool; Chem. Commun. 2015; 51: 3139-3142. https://doi.org/10.1039/C4CC09655J.


Radical fluorination powered expedient synthesis of 3-fluorobicyclo[1.1.1]pentan-1-amine. Y. L. Goh and V. A. Adsool; Org. Biomol. Chem. 2015; 13: 11597-11601. https://doi.org/10.1039/C5OB02066B.


A New Route to Bicyclo[1.1.1]pentan-1-amine from 1-Azido-3-iodobicyclo[1.1.1]pentane. Y. L. Goh, E. K. W. Tam, P. H. Bernardo, C. B. Cheong, C. W. Johannes, A. D. William, and V. A. Adsool; Org. Lett. 2014; 16: 1884-1887. https://doi.org/10.1021/ol500635p.

* Disclaimer
We refer to our general terms and conditions.
All information contained in our webshop is compiled to the best of our knowledge.
Prices and product availability are subject to change and require reconfirmation. Please contact us for further information.

Do you need further information about this product?

get in contact

Quick contact

Please send me more information about