Hydroxymethyl resin (200-400 mesh)

Hydroxymethyl resin (200-400 mesh) is a crosslinked polymeric solid support bearing pendant hydroxymethyl functional groups, used as an amino-reactive or derivatization scaffold in peptide and organic synthesis. The resin matrix presents a high density of alcohol-bearing sites without specifying an amino acid stereocenter, and its hydroxymethyl substituents can participate in nucleophilic substitution, etherification, or linker formation to generate amino acid-containing intermediates or conjugates. In research workflows, this mesh-defined resin is employed as a heterogeneous platform for immobilizing or building functional linkers that can be coupled to amino acid derivatives, facilitating purification by phase separation and supporting solid-supported synthesis and labeling strategies.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

CAT No: CP27337

CAS No:66072-40-0

Synonyms/Alias:benzylalcohol;phenylmethanol;benzenemethanol;phenylcarbinol;100-51-6;Benzoylalcohol;Hydroxytoluene;Phenylmethylalcohol;Benzenecarbinol;alpha-Toluenol;(Hydroxymethyl)benzene;Phenolcarbinol;Benzalalcohol;Benzylicum;alpha-hydroxytoluene;Phenylcarbinolum;Alcoolbenzylique;Methanol,phenyl-;Bentalol;Phenyl-Methanol;BENZYL-ALCOHOL;.alpha.-Toluenol;hydroxymethylbenzene;EuxylK100;Itch-X

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C7H8O

Hydroxymethyl resin (200-400 mesh) consists of a crosslinked polymer support bearing pendant hydroxymethyl functional groups, typically used as a solid-phase platform for amino acid derivatization and subsequent coupling chemistry. The hydroxymethyl handle provides a reactive alcohol that can be converted into activated leaving groups, ester/ether linkages, or protected intermediates depending on the chosen synthetic strategy. The 200-400 mesh particle size range supports efficient mass transfer in filtration and flow-through solid-phase operations, making it compatible with peptide building block preparation and downstream purification workflows. The polymer-bound nature of the hydroxymethyl functionality enables controlled immobilization and later release of amino acid derivatives, facilitating stereochemically defined intermediates and reproducible handling in chemical manufacturing and biochemical research.

1. Solid-Phase Peptide Synthesis

Hydroxymethyl resin (200-400 mesh) is used in solid-phase peptide synthesis workflows where the hydroxymethyl groups serve as anchoring or derivatization sites for amino acid building blocks. The polymer-bound alcohol can be transformed into linkers that support N- or C-terminal attachment strategies, enabling peptide coupling chemistry while maintaining separation from soluble impurities. Resin-bound intermediates can undergo iterative acylation steps using standard peptide coupling reagents, with cleavage strategies tailored to the linker chemistry for controlled release of the target peptide. The solid support and defined particle size support scalable peptide building block preparation and purification by filtration-based operations, aligning with fine chemical synthesis and peptide manufacturing needs.

2. Amino Acid Derivatization Chemistry

Hydroxymethyl resin (200-400 mesh) functions as a polymer-supported intermediate for amino acid derivatization, leveraging the hydroxymethyl functional group for attachment of amino acid side-chain motifs or for preparation of protected amino acid derivatives. The alcohol functionality can be chemically modified to introduce ester or ether linkages, or to generate reactive intermediates that can participate in subsequent coupling or functional group interconversions. Resin immobilization can reduce handling of low-molecular-weight reagents and can support sequential protection-group strategies, including orthogonal protection patterns for amine and carboxyl functionalities on amino acid substrates. Downstream, the resin-bound amino acid derivatives can be cleaved to yield isolated chiral intermediates suitable for peptide analog construction, SAR studies, and synthetic methodology development.

3. Bioconjugation And Immobilized Probes

Hydroxymethyl resin (200-400 mesh) supports bioconjugation and immobilized probe preparation by providing a stable polymer platform with hydroxymethyl-derived reactive handles for attaching biomolecule-recognition elements. The hydroxymethyl group can be converted into electrophilic or activated forms that enable coupling to nucleophilic groups found in peptides, proteins, carbohydrates, or affinity ligands. Immobilized conjugates can be used to generate reusable affinity materials for biochemical research, including solid-phase capture formats for peptide fragments and labeled biomolecular reagents. The heterogeneous resin format and controlled functional density can facilitate batch-to-batch reproducibility in biomolecule modification workflows and can be adapted for industrial-scale production of immobilized reagents used in analytical and process-oriented studies.

4. Linker Design For Controlled Release

Hydroxymethyl resin (200-400 mesh) is applied in linker design where the hydroxymethyl functionality enables construction of polymer-bound attachment points that can be cleaved under conditions matched to the target amino acid derivative. The alcohol group can be used to build chemically stable linkages during peptide assembly, while incorporating cleavage-responsive elements through subsequent derivatization of the hydroxymethyl site. The resulting immobilized intermediates can preserve stereochemical integrity of chiral amino acid centers during synthesis and can support C-terminal modification or N-terminal anchoring depending on the linker architecture. Cleavable resin-bound products can be used as downstream chemical building blocks for peptidomimetics, unnatural amino acid incorporation studies, and process chemistry intermediate preparation where controlled release and purification are required.

5. Process Chemistry And Specialty Chemical Production

Hydroxymethyl resin (200-400 mesh) is relevant to process chemistry and specialty chemical production because polymer-supported hydroxymethyl handles enable heterogeneous reaction design that can simplify workup and improve filtration-based purification. The resin's particle size supports efficient mixing and mass transfer, which can be advantageous when producing amino acid derivatives, peptide fragments, or protected building blocks at intermediate scale. Functional group chemistry at the hydroxymethyl site can be aligned with manufacturing route design, including protection-group strategies for amine and carboxyl functionalities on amino acid substrates and orthogonal transformations for stepwise synthesis. Resin-mediated workflows can generate isolated intermediates with consistent handling characteristics, supporting industrial fine chemical synthesis and applied manufacturing of peptide-related reagents and functionalized amino acid derivatives.

Size
5 g;25 g;100 g;
InChI
1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2
InChI Key
WVDDGKGOMKODPV-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)CO

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