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855059 Merrifield resin LL (100-200 mesh)

Overview

Replacement Information

Key Spec Table

CAS #
9003-70-7
Description
Catalogue Number855059
Replaces01-64-0008
Brand Family Novabiochem®
Alternate Names
  • Chloromethylpolystyrene-divinylbenzene (100-200 mesh)
Background InformationMerrifield resin was the standard support for the synthesis of peptide acids by Boc SPPS [1, 2]. In peptide chemistry, it is now really only used in the synthesis of small to medium sized peptides, as the benzylic ester resin linkage is not completely stable towards repetitive treatment with TFA.

Attachment of the C-terminal residue is generally achieved by heating the resin in DMF with the appropriate amino acid cesium salt in the presence of KI [3]; although, Me4N salts [4], sodium salts [5] in THF with Bu4NF catalysis [6] and zinc salts in EtOH have also been used [7].

Cleavage is normally effected by treatment of resin with HF or TFMSA, or by hydrogenolysis [8]. Alcohols can be released using reducing agents such as DIBAL [6] or LiBH4 [9]. Methyl esters can be produced by transesterification with methoxide [10].

The product number for this product was previously 01-64-0008.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter "A", please select the option in the right hand menu "Request a COA for Lot#s starting with A".
References
Product Information
CAS number9003-70-7
HS Code3903 90 90
Structure formula ImageStructure formula Image
Quality LevelMQ200
Applications
Biological Information
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Storage class10 - 13 Other liquids and solids
WGKWGK 1 slightly hazardous to water
Safety Information
Product Usage Statements
Storage and Shipping Information
StorageStore below +30°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Color (visual)white to yellow to beige
Appearance of substance (visual)beads
Loading (determined by elemental analysis for sulfur after derivatization with KSAc)0.40 - 1.10 mmol/g
Swelling Volume (in CH₂Cl₂)lot specific result
The polymer matrix is copoly (styrene-1 % DVB), 100 -200 mesh (75 - 150 µm)

Documentation

Merrifield resin LL (100-200 mesh) SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] M. Bodanszky, et al. in "Peptide Synthesis", E. Gross & J. Meienhofer (Eds), Academic Press, Y. Wiley, New York, 1976.
  • [2] G. Barany, et al. (1980) Peptides, 2, 1.
  • [3] B. F. Gisin (1973) Helv. Chim. Acta, 56, 1476.
  • [4] A. Loffet (1971) Int. J. Protein Res., 3, 297.
  • [5] S.-S. Wang (1975) J. Org. Chem., 40, 1235.
  • [6] M. J. Kurth, et al. (1994) J. Org. Chem., 59, 5862.
  • [7] M. V. Anuradha, et al. (1995) Tetrahedron, 51, 5671.
  • [8] J. M. Schlatter, et al. (1977) Tetrahedron Lett., 2851.
  • [9] J. M. Stewart, et al. (1981) , U.S. Patent 4,254,023.
  • [10] R. Frenette, et al. (1994) Proc. Natl. Acad. Sci. USA, 90, 6906.