Steering Siglec-sialic acid interactions on living cells using bioorthogonal chemistry was written by Buell, Christian;Heise, Torben;van Hilten, Niek;Pijnenborg, Johan F. A.;Bloemendal, Victor;Gerrits, Lotte;Kers-Rebel, Esther D.;Ritschel, Tina;den Brok, Martijn H.;Adema, Gosse J.;Boltje, Thomas J.. And the article was included in Angewandte Chemie, International Edition in 2017.Formula: C8H7BrO2 This article mentions the following:
Sialic acid sugars that terminate cell-surface glycans form the ligands for the sialic acid binding Ig-like lectin (Siglec) family, which are immunomodulatory receptors expressed by immune cells. Interactions between sialic acid and Siglecs regulate the immune system, and aberrations contribute to pathologies like autoimmunity and cancer. Sialic acid/Siglec interactions between living cells are difficult to study owing to a lack of specific tools. Here, we report a glycoengineering approach to remodel the sialic acids of living cells and their binding to Siglecs. Using bioorthogonal chem., a library of cells with more than sixty different sialic acid modifications was generated that showed dramatically increased binding toward the different Siglec family members. Rational design reduced cross-reactivity and led to the discovery of three selective Siglec-5/14 ligands. Furthermore, glycoengineered cells carrying sialic acid ligands for Siglec-3 dampened the activation of Siglec-3+ monocytic cells through the NF-κB and IRF pathways. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Formula: C8H7BrO2).
3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Formula: C8H7BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary