MACS Matchmaker

Off-chip thiol DDI conjugation — protocol

The ThioLink DDI strategy selectively couples a free or engineered cysteine on a protein to a maleimide-functionalised oligonucleotide off-chip, then hybridises the resulting protein–oligo conjugate to any Oligo|PEG chip via DNA-Directed Immobilization (DDI). Because only accessible cysteines react, orientation is more reproducible than random amine coupling. Validated on nanobodies and other single-Cys proteins.

From the catalogue

Order both kit components from the lino Biotech webshop:

ItemContentsWebshop
Oligonucleotide Conjugation Kit, ThioLinkTCEP, maleimide-coupling buffers, purification reagents; supports ~100 µg of protein conjugation (e.g. VHH); total turnaround < 5 hCHF 650
Oligo Adapter for Thiol KitLyophilised, 10 nmol; 5′-maleimide-modified ssDNA, one Seq ID (00–16) per vial; store at −20 °CCHF 195
Desalting Column, Zeba 7KBuffer-exchange after TCEP reductionCHF 21
Spin Column, Amicon 10KFinal concentration / buffer exchange after IEXCHF 21

Strategy: TCEP reduction then maleimide click

Conjugation proceeds in two sequential reactions in solution, with an optional pre-purification step for His-tagged proteins, followed by ÄKTA IEX to isolate the mono-conjugated fraction:

  1. TCEP reduction. A mild reducing agent (tris(2-carboxyethyl)phosphine, TCEP) breaks any disulfide bonds and generates free thiols. A 1.5-fold molar excess of TCEP over protein is used to minimise over-reduction artefacts.
  2. Optional HisTrap pre-purification. For His-tagged proteins, pass the reduced sample over a HisTrap column to remove TCEP and buffer-exchange before maleimide coupling. Skip for proteins without a His-tag.
  3. Maleimide-oligo click. The free thiol reacts with a maleimide-functionalised oligo to form a stable thioether bond. A 1:3 protein-to-oligo ratio drives the reaction to completion, and unreacted thiols are quenched with N-ethylmaleimide (NEM).
  4. ÄKTA IEX purification. Ion-exchange chromatography on a Resource Q column separates free protein, mono-conjugate, and bi-conjugates. Only the mono-conjugated fraction is collected.

Protocol

Step 1 — Protein preparation

Rehydrate lyophilised protein per the manufacturer specification. For liquid stocks, centrifuge at 14,000 rpm, 5 min, RT to pellet aggregates. Measure concentration by NanoDrop (A280, using the molar extinction coefficient ε₂₈₀ for the specific protein). Dilute to 0.5 mg/mL in PBS + 500 mM NaCl.

Step 2 — TCEP reduction

ParameterValue
ReductantTCEP (tris(2-carboxyethyl)phosphine)
Molar ratio1.5 eq TCEP : 1 eq protein
Working concentration0.5 mg/mL protein in PBS + 500 mM NaCl
Incubation1 h, RT, 800 rpm (pipette to mix — do not vortex)

Step 3 — Optional HisTrap pre-purification (His-tagged proteins)

Load the TCEP-reduced protein onto a HisTrap HP column equilibrated with binding buffer (PBS + 500 mM NaCl + 20 mM imidazole). Wash with 5 CV binding buffer, then elute with 250 mM imidazole. This removes TCEP and exchanges the buffer before maleimide coupling. Skip for non-His-tagged proteins.

Step 4 — Maleimide-oligo conjugation

ParameterValue
OligoMaleimide-oligo (cs01, cs02, … — chip-sequence matched)
Oligo stock100–500 µM in PBS pH 7.0
Molar ratio1:3 protein : oligo
Incubation1–2 h, RT, 500 rpm
Quench unreacted thiolsAdd N-ethylmaleimide (NEM) to 10-fold molar excess over TCEP; incubate 15 min, RT

Step 5 — ÄKTA IEX purification

Load the reaction mixture onto a Resource Q column (IEX). Use a salt gradient (Buffer A: low salt, Buffer B: high salt) with a 2 CV elution. Peaks elute in order:

  1. Non-conjugated protein (peaks A and B)
  2. Mono-conjugated protein–oligo (peak C) — collect this fraction
  3. Bi- and tri-conjugates (peaks D, E)
  4. Free oligos and poly-conjugates (peak F)

Typical yield: ~25–40% mono-conjugated from recovered protein.

Step 6 — Buffer exchange and concentration

Pool the mono-conjugate fractions. Buffer-exchange into PBST using an Amicon 10K 2 mL ultrafiltration unit (7,000×g, 7 min, 5 × PBST washes). Measure final concentration by NanoDrop; the 260/280 ratio should shift above 1.2 confirming oligo attachment.

Step 7 — Hybridisation to chip and measurement

ParameterValue
Ligand concentration200 nM in PBST
Flow rate10 µL/min
Contact time5 min
Chip typeOligo|PEG (any plex count)
SCK association flow rate30 µL/min (6-ch) / 60 µL/min (3–4-ch) / 100 µL/min (1-ch)
SCK dissociation flow rate200 µL/min
Regeneration (duplex strip)3 M guanidinium-HCl + 125 mM NaOH, 400 µL/min, 0.5 min

Optimal parameters at a glance

ParameterOptimal value
Protein working concentration0.5 mg/mL in PBS + 500 mM NaCl
TCEP : protein molar ratio1.5 : 1
TCEP reduction conditionsPBS + 500 mM NaCl, RT, 800 rpm, 1 h (pipette to mix)
Oligo : protein molar ratio3 : 1
Maleimide coupling conditionsPBS pH 7.0, RT, 500 rpm, 1–2 h
Thiol quench10× molar excess NEM over TCEP, 15 min RT
Purification columnResource Q (IEX), 2 CV elution
Final bufferPBST, Amicon 10K buffer exchange
Hybridisation concentration200 nM
Hybridisation flow rate10 µL/min, 5 min
SCK association flow rate30 µL/min (6-ch) / 60 µL/min (3–4-ch) / 100 µL/min (1-ch)
SCK dissociation flow rate200 µL/min
Regeneration3 M GuHCl + 125 mM NaOH, 400 µL/min, 0.5 min

Practical notes

See also: immobilisation method comparison table.