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855059 Merrifield resin LL (100-200 mesh)

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Tableau de caractéristiques principal

CAS #
9003-70-7
Description
Référence855059
Replaces01-64-0008
Famille de marques Novabiochem®
Alternate Names
  • Chloromethylpolystyrene-divinylbenzene (100-200 mesh)
Informations généralesMerrifield 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".
Références bibliographiques
Informations produit
Numéro CAS9003-70-7
Code SH3903 90 90
Image de la formule structuraleImage de la formule structurale
Quality LevelMQ200
Applications
Informations biologiques
Informations physico-chimiques
Dimensions
Informations sur les matériaux
Informations toxicologiques
Informations de sécurité selon le SGH
Classe de stockage10 - 13 Autres liquides ou matières solides
WGKWGK 1 pollue faiblement l'eau
Informations sur la sécurité
Notifications sur l'utilisation du produit
Informations relatives au stockage et à l'expédition
StockageConserver au-dessous de +30°C.
Informations sur l'emballage
Informations sur le transport
Information complémentaire
Caractéristiques
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) FDS

Titre

Fiche de données de sécurité des matériaux (FDS) 

Citations

Titre
  • [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.