Merrifield resin (200-400 mesh)

Merrifield resin (200-400 mesh) is a crosslinked polystyrene-based solid support functionalized with a benzylic chloride (or related benzyl halide) handle that serves as an amino-reactive anchor for building peptide chains. The resin presents a polymer-bound benzyl linker that contains no free amino or carboxyl groups on the support itself, while the halide/benzyl functionality enables attachment of amino acid building blocks through nucleophilic substitution to generate a resin-bound amino acid intermediate with a protected or unprotected amino terminus depending on the coupling strategy. Employed in solid-phase peptide synthesis and related peptide intermediate preparation, this heterogeneous support format facilitates iterative washing, coupling, and cleavage steps that separate the growing peptide from solution-phase reagents during synthesis and downstream analytical work.

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

CAT No: CP27208

CAS No:55844-94-5

Synonyms/Alias:BOC-D-allo-Isoleucine;55780-90-0;BOC-D-ALLO-ILE-OH;(2R,3S)-2-((tert-Butoxycarbonyl)amino)-3-methylpentanoicacid;n-(tert-butoxycarbonyl)-d-alloisoleucine;tert-Butoxycarbonylisoleucine;tert-Butyloxycarbonylisoleucine;tert-Butoxycarbonyl-L-isoleucine;tert-Butyloxycarbonyl-L-isoleucine;N-(tert-Butyloxycarbonyl)-L-isoleucine;Boc-D-allo-lle-OH;N-((1,1-Dimethylethoxy)carbonyl)-L-isoleucine;PubChem15618;L-Isoleucine,N-((1,1-dimethylethoxy)carbonyl)-;AC1Q5XMF;AC1L34V2;SCHEMBL2159319;CTK6B1509;MolPort-006-736-501;QJCNLJWUIOIMMF-JGVFFNPUSA-N;ACT10866;ZINC1576251;EINECS236-074-8;ANW-41684;AR-1K0235

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
C11H21NO4

Merrifield resin (200-400 mesh) is a crosslinked polystyrene-based solid support bearing benzylic chloromethyl groups that enable covalent attachment of amino acid building blocks through stable C-N bond formation. The bead size range supports efficient mass transfer during peptide coupling, while the polymer matrix provides a heterogeneous reaction environment compatible with standard solid-phase peptide synthesis workflows. The resin-bound amino acid can be introduced with a defined stereocenter at the amino acid level and, after peptide assembly, can be cleaved to regenerate the desired C-terminal functionality depending on the linker and side-chain protection strategy used. The chloromethyl handle and the nonpolar polymer backbone influence swelling behavior in common organic solvents, which in turn affects coupling kinetics, washing efficiency, and downstream processing for peptide purification and analytical characterization.

1. Solid-Phase Peptide Synthesis

Merrifield resin (200-400 mesh) supports solid-phase peptide synthesis by anchoring the growing peptide chain to the polystyrene matrix through a benzylic linker derived from the resin's chloromethyl functionality. The resin's bead morphology and crosslinked structure facilitate repeated cycles of amino acid coupling, deprotection, and washing while maintaining separation between soluble reagents and the immobilized peptide. Side-chain protecting groups on the amino acid building blocks and the resin attachment point together determine the orthogonality of deprotection steps and the final C-terminal outcome after cleavage. Merrifield resin (200-400 mesh) therefore serves as a practical platform for generating peptide building block preparations, peptide analogs, and sequence-defined libraries used in biochemical research and peptide chemistry.

2. Peptide Cleavage And Purification

Merrifield resin (200-400 mesh) is applied in peptide manufacturing workflows where controlled cleavage from a solid support is required to recover the target peptide with a defined terminal group. The resin-bound peptide minimizes product dilution during synthesis and allows rapid phase separation by filtration, which can simplify downstream concentration and purification strategies such as preparative chromatography. Bead size in the 200-400 mesh range can improve solvent penetration relative to larger beads, supporting consistent cleavage and reducing gradients in local reagent exposure. Merrifield resin (200-400 mesh) thus functions as a process-compatible solid support for producing peptide intermediates and research-grade peptide materials for analytical method development and formulation studies.

3. Amino Acid Derivatization Platforms

Merrifield resin (200-400 mesh) can be used as a heterogeneous derivatization platform for preparing resin-bound amino acid intermediates that participate in sequential coupling chemistry. The chloromethyl anchoring chemistry enables attachment of protected amino acids, allowing the stereochemistry at the amino acid chiral center to be carried through into subsequent peptide bond formation steps. Orthogonal protection schemes for side chains and the N-terminal functionality of the attached amino acid can be selected to match coupling and deprotection conditions, supporting controlled generation of peptide building block preparations. Merrifield resin (200-400 mesh) therefore supports amino acid derivatization strategies that feed into peptidomimetic construction, sequence assembly, and downstream synthesis of functional peptide derivatives.

4. Chemical Biology Peptide Probes

Merrifield resin (200-400 mesh) is suitable for chemical biology research requiring sequence-defined peptide probes, including those bearing modified side chains for binding studies or functional group handles for subsequent conjugation. The resin-bound assembly approach allows incorporation of amino acid derivatives bearing protected functional groups that can later be unmasked or transformed into reactive motifs for labeling or biomolecule interaction studies. The solid support format supports the synthesis of peptides with controlled stereochemistry and defined spacing of functional groups, which is important for molecular recognition experiments and structure-activity relationship studies. Merrifield resin (200-400 mesh) can be employed to generate peptide scaffolds used as intermediates for biochemical assays, molecular design campaigns, and targeted biomolecule modification.

5. Industrial Solid-Support Manufacturing

Merrifield resin (200-400 mesh) is relevant to industrial process chemistry where solid-phase synthesis infrastructure is used to manufacture peptide-based intermediates and specialty fine chemicals. The crosslinked polystyrene matrix provides mechanical stability during agitation, filtration, and solvent exchange steps, supporting scalable handling in batch or semi-continuous workflows. Bead size affects swelling and mass transfer, which can influence coupling reproducibility and the consistency of impurity profiles associated with incomplete reactions or side reactions during repeated synthesis cycles. Merrifield resin (200-400 mesh) therefore serves as a manufacturing-oriented solid support for peptide science supply chains, enabling reliable generation of resin-derived peptide products and downstream chemical transformations.

Size
25 g;100 g;
InChI
1S/C11H21NO4/c1-6-7(2)8(9(13)14)12-10(15)16-11(3,4)5/h7-8H,6H2,1-5H3,(H,12,15)(H,13,14)/t7-,8+/m0/s1
InChI Key
QJCNLJWUIOIMMF-JGVFFNPUSA-N
Canonical SMILES
CCC(C)C(C(=O)O)NC(=O)OC(C)(C)C

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