Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

915823

Sigma-Aldrich

Fmoc-Cys(2,4-hexadiene)-OH

≥95%

Synonym(s):

N-(((9H-Fluoren-9-yl)methoxy)carbonyl)-S-((2E,4E)-hexa-2,4-dien-1-yl)-L-cysteine, Diene-containing cysteine for peptide macrocylization

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C24H25NO4S
Molecular Weight:
423.52
UNSPSC Code:
12352209

Assay

≥95%

form

solid

mp

91-96 °C

storage temp.

−20°C

Application

Fmoc-Cys(2,4-hexadiene)-OH is a diene-containing amino acid developed in the Moellering lab for the preparation of Diels-Alder-cyclized peptides for macrocyclization and peptide stabilization. Peptide macrocycles are of increasing interest for improving peptide bioactivity and properties as well as their potential to study, stabilize, or inhibit protein-protein interactions (PPIs).

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Jeffrey E Montgomery et al.
Journal of the American Chemical Society, 141(41), 16374-16381 (2019-09-17)
Macrocyclization can improve bioactive peptide ligands through preorganization of molecular topology, leading to improvement of pharmacologic properties like binding affinity, cell permeability, and metabolic stability. Here we demonstrate that Diels-Alder [4 + 2] cycloadditions can be harnessed for peptide macrocyclization

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service