Sulfonate Version of OHPAS Linker Has Two Distinct Pathways of Breakdown: Elimination Route Allows Para-Hydroxy-Protected Benzylsulfonate (PHP-BS) to Serve as an Alternative Self-Immolative Group was written by Park, Suho;Kim, Sun Young;Cho, Jongun;Jung, Doohwan;Ha, Jihyeon;Seo, Donghoon;Lee, Jaeho;Lee, Sangkwang;Yun, Sanghyeon;Lee, Hyangsook;Park, Okku;Seo, Beomseok;Kim, Sena;Seol, Minah;Song, Jina;Park, Tae Kyo. And the article was included in Bioconjugate Chemistry in 2020.Formula: C16H22O11 This article mentions the following:
Recently we have reported that the ortho-hydroxy-protected aryl sulfate (OHPAS) system can be exploited as a new self-immolative group (SIG) for phenolic payloads. We extended the system to nonphenolic payloads by simply introducing a para-hydroxy benzyl (PHB) spacer. As an addnl. variation of the system, we explored a benzylsulfonate version of the OHPAS system and found that it has two distinct breakdown pathways, cyclization and 1,4-elimination, the latter of which implies that para-hydroxy-protected (PHP) benzylsulfonate (BS) can also be used as an alternative SIG. The PHP-BS system was found to be stable chem. and in mouse and human plasma, having payload release rates comparable to those of the original OHPAS conjugates. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Formula: C16H22O11).
(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Formula: C16H22O11
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics