SulfoNHS-lc-ASA

Name: SulfoNHS-lc-ASA
Brand: BOC Sciences
Rating: 5 (1 reviews)

Cat No.: BP-502170 4.5

SulfoNHS-lc-ASA is a sulfonated N-hydroxysuccinimide (NHS) ester–based, long-chain linker designed for efficient conjugation to primary amines under aqueous conditions. Structurally, it combines a hydrophilic sulfonate handle that improves water solubility with an NHS-activated ester that reacts with lysine side chains or N-terminal amines to form stable amide bonds. In PROTAC and targeted degradation workflows, this linker serves as a modular “bridge” that enables attachment of an amine-bearing ligand (e.g., a target-binding moiety or an E3 ligase recruiter) to a second functional component, facilitating controlled spatial presentation and tuning of linker length and flexibility. Its long-chain character can help preserve productive ternary complex formation by reducing steric constraints. For researchers, SulfoNHS-lc-ASA offers a practical route to generate well-defined conjugates for evaluating degradation potency, cooperativity, and structure–activity relationships in PROTAC optimization studies.

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Category

PROTAC Linker

Molecular Formula

C17H18N5NaO9S

Molecular Weight

491

* For research and manufacturing use only. Not for human or clinical use.

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IUPACName

sodium;1-[6-[(4-azido-2-hydroxybenzoyl)amino]hexanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate

InChI Key

JGWAJZHMEIUWSB-UHFFFAOYSA-M

InChI

InChI=1S/C17H19N5O9S.Na/c18-21-20-10-5-6-11(12(23)8-10)16(26)19-7-3-1-2-4-15(25)31-22-14(24)9-13(17(22)27)32(28,29)30;/h5-6,8,13,23H,1-4,7,9H2,(H,19,26)(H,28,29,30);/q;+1/p-1

SMILES

C1C(C(=O)N(C1=O)OC(=O)CCCCCNC(=O)C2=C(C=C(C=C2)N=[N+]=[N-])O)S(=O)(=O)[O-].[Na+]

SulfoNHS-lc-ASA is a sulfonated N-hydroxysuccinimide (NHS) ester linker designed to enable efficient, site-selective conjugation of amine-bearing ligands used in PROTAC architectures. Its water-compatible, activated ester functionality supports rapid coupling under mild conditions, helping preserve the integrity of sensitive binding motifs. The resulting stable amide linkage facilitates reliable assembly of targeted protein degraders. The following points describe the linker’s structure and practical reactivity considerations in detail below.

Structure: The linker contains an activated sulfonated NHS ester connected through a flexible aliphatic spacer to an ASA-derived functional handle. It features an NHS carbonate-like leaving group, ester carbonyl functionality, and sulfonate-bearing polarity that supports aqueous solubility and controlled conjugation.

Reactivity: SulfoNHS esters typically react with primary amines to form amide bonds via nucleophilic acyl substitution, with the NHS group serving as the leaving group. PROTAC linker installation is commonly performed in buffered aqueous media at mildly basic pH, using stoichiometric amine-containing partners. Careful control of amine concentration and reaction time helps minimize hydrolysis; no specialized catalysts are generally required for the coupling step.

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* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C₁V₁ = C₂V₂